bluuebunny/crossref_metadata_2025_split huggingface dataset:
Benzotriazoles. Part 151: The preparation of 1‐(1‐alkenyl)benzotriazoles
Authors: Katritzky Alan R. , Offerman Rick J. , Cabildo Pilar , Soleiman Mohammed 
Published: September 2010

AbstractThe title compounds are prepared either (A) from 1‐(1‐chloroalkyl)benzotriazoles and aldehydes via Wittig reaction or (B) from 1‐[1,1‐bis(trimethylsilyl)alkyl]benzotriazoles by alkylative desilylation by fluoride ion in the presence of a carbonyl compound (in one instance by lithiation of the silyl compound and subsequent reaction with a carbonyl electrophile) via a Peterson olefination. The methods are applicable to both alkyl and aryl ketones and to aldehydes, with method (B) giving the highest yields.
On the intermediacy of phenyl hydrogen sulfates in the sulfonation of phenols. Sulfonation of phenol, anisole, methyl phenyl sulfate, the 2‐halogenophenols, a series of phenyl methanesulfonates together with 2,6‐dimethylaniline and its N‐methylsulfonyl derivative
Authors: de Wit Peter , Woldhuis Alex F. , Cerfontain Hans 
Published: September 2010

AbstractThe sulfonation of methyl phenyl sulfate (4) with concentrated aqueous sulfuric acid at 25°C yields the 4‐sulfonic acid. This initial product then decomposes to give phenol‐4‐sulfonic acid, which is subsequently sulfonated to phenol‐2,4‐disulfonic acid. From the first‐order‐rate coefficients obtained for sulfonation of phenyl methanesulfonate (3) and (4) in 93.2% H2SO4, for which acid concentration the sulfonating entity is H2S2O7, the σp+ values of the OSO2Me and OSO2OMe substituents have been determined to be 0.40 and 0.46, respectively. The sulfonation of both 2‐chlorophenyl (10) and 2‐methylphenyl methanesulfonate (14) with 2.0 equiv of SO3 in nitromethane at 0.0°C yields the 4‐sulfonic acid as the exclusive product, whereas 2‐methoxyphenyl methanesulfonate (13), under the same conditions, forms exclusively the 5‐sulfonic acid.2‐Chloro‐ (6), 2‐bromo‐ (7) and 2‐iodophenol (8) with 1.0 and 4.0 equiv of SO3 in nitromethane yield exclusively the 4‐sulfonic acid, while 2‐fluorophenol (5) with 2.0 and 5.0 equiv of SO3 yields in addition the 5‐sulfonic acid to the extent of 4 and 30%, respectively.In the reactions of 2,6‐dimethylphenol (15) and 2,6‐dimethylaniline (17) with at least 1 equiv of SO3 in nitromethane, the 3‐SO3H/4‐SO3H ratio was found to increase on increasing the relative amount of SO3. For both 15 and 17, the limiting 3‐SO3H/4‐SO3H ratio at high SO3/ArOH ratios is 86/14 and this value is considered to be the ratio for the sulfonation of both 2,6‐dimethylphenyl hydrogen sulfate and 2,6‐dimethylaniline‐N‐sulfonic acid. This assumption is supported by the observation that the sulfonation of 2,6‐dimethylphenyl methanesulfonate (16) and N‐(methylsulfonyl)‐2,6‐dimethyl‐aniline (18) with SO3 leads to a similar 3‐SO3H/4‐SO3H ratio.
Synthesis of 3‐aryl‐1‐naphthalenamines
Authors: Selvaraj S. , Ramakrishnan P. S. , Arumugam N. 
Published: September 2010

Abstract1‐(Hydroxyimino)‐3‐aryl‐1,2,3,4‐tetrahydronaphthalenes, when subjected to Semmler‐Wolff reaction using Beckmann's mixture, give hitherto unknown 3‐aryl‐1‐naphthalenamines, which have been characterised using elemental analyses and spectral data.
Synthesis of several sulphated and non‐sulphated pentasaccharides, corresponding to the E. coli K5 glycosaminoglycan
Authors: Kraaijeveld N. A. , van Boeckel C. A. A. 
Published: September 2010

AbstractThe synthesis is described of four pentasaccharides, which are structurally related to the bacterial capsular polysaccharide isolated from E. coli K5 (010/K5/H40), i.e. the so‐called K5 antigen.These four synthetic compounds comprise:(i) a pentasaccharide that is structurally identical to the K5 antigen (i.e. compound 16);(ii,iii) two pentasaccharides containing two and three O‐sulphated groups respectively on defined positions (i.e. compounds 15a and 15b);(iv) a pentasaccharide that is O‐sulphated on all hydroxyl groups (i.e. compound 17). These four K5‐antigen‐related pentasaccharides were synthesized from the fully protected pentasaccharides 13a and 13b. The preparation of compounds 13a,b was based on coupling of disaccharide 6b with the disaccharide 10a or 10b to give tetrasaccharides 11a,c, respectively, which in turn were coupled to monosaccharide 12. Deblocking of the pentasaccharides 13a,b and conversion into the pentasaccharides 15a and 15b was performed by saponification of the ester functions, O‐sulphation, hydrogenolysis and finally selective N‐acetylation. Compound 16 was obtained from 13a,b by saponification of the ester functions, deblocking of the benzyl and N‐protective groups, followed by selective N‐acetylation. The persulphated derivative 17 was obtained from 15a by extensive O‐sulphation. The structure of the K5‐antigen‐related pentamers was confirmed by 1H NMR‐ and 13C NMR‐spectroscopical techniques.
Synthesis and spectroscopic study of 13C‐labelled citric acids
Authors: Winkel C. , Buitenhuis E. G. , Lugtenburg J. 
Published: September 2010

AbstractThe synthesis of (1′‐13C)‐, (3‐13C)‐ and (2,4‐13C2)citric acid from simple starting compounds is described. Using the same procedure, any mono‐ or multiply‐labelled citric acid can be prepared.The 13C‐labelled citric acids have been characterized by 1H NMR, 13C NMR and mass spectroscopy.
A general coordination‐ionization scheme for polyhydroxy carboxylic acids in water
Authors: van Duin M. , Peters J. A. , Kieboom A. P. G. , van Bekkum H. 
Published: September 2010

AbstractThe structural changes of coordination compounds of polyhydroxy carboxylic acids as a function of the pH are discussed. A general coordination‐ionization scheme, based on literature data and covering some forty cations, is provided. The following trend is observed on going from low to high pH: (i)bidentate coordination of the cation by the α‐hydroxy carboxylic acid moiety, (ii) ionization of the carboxylic acid function, (iii) ionization of the α‐hydroxyl group and (iv) coordination by an ionized‐diol function. For complexes of metal ions, the pH effects are correlated with the acidity of the hydrated cation and explained using an extended electrostatic model. The coordination‐ionization scheme provides an explanation for and allows prediction of both metal‐ion‐catalyzed addition reactions and synergetic effects in sequestering agents.
A novel one pot synthesis of substituted 1‐oxo‐1,2,4,6‐thiatriazinium salts
Authors: Tashtoush Hasan , Al‐Talib Mahmoud 
Published: September 2010

AbstractN‐Chlorosulfinyl diarylketimine reacts with Lewis acids to give an orange precipitate of l‐oxa‐2‐thia‐3‐azabutatrienium salts. The latter compounds readily react with two equivalents of dialkylcarbodiimides to afford good yields of l‐oxo‐1,2,4,6‐thiatriazinium salts, 3.
The “tert‐amino effect” in heterocyclic chemistry: Synthesis of 3,1‐benzoxazines and 3,1‐benzothiazines
Authors: Nijhuis W. H. N. , Verboom W. , Reinhoudt D. N. , Harkema S. 
Published: September 2010

AbstractTwo different routes are described for the synthesis of the 2,2,2‐trifluoro‐l‐[2‐(dialkyl‐amino)phenyl]ethanones 2 and 9 and their hydrates 3 and 10, respectively, via trifluoroacetylation of the N,N‐dialkylanilines 1 and via a Barbier reaction of 2‐fluorobenzaldehyde. These compounds were thermally converted into a mixture of cis‐ and trans‐pyrrolo‐ and pyrido[1,2‐a] [3,1]benzoxazines, (11: cis; 12: trans). The structure of these compounds was proven by X‐ray analysis (11a) and 1H NOE difference spectroscopy. Cyclization of (R)‐9b (R1 = CH3) gave predominantly one enantiomer (12f, 70%) and in addition two diastereomers of 17a and two of 18a (total yield ≈︁ 17%), while cyclization of (S)‐9c (R1 = CH2OCH3) gave a mixture of 12g (18%), two diastereomers of 17b (36%) and two diastereomers of 18b (18%). The benzaldehyde 19a (R3 = H), acetophenone 19d (R3 = CH3), trifluoroacetophenones 19b,c (R3 = CF3) and benzophenone 19e (R3 = C6H5) reacted with Lawesson's reagent to yield exclusively the trans‐pyrrolo[1,2‐a] [3,1]benzothiazines 21a‐e in yields of 33‐77%. Reaction of 19f (R1 = CH3, R3 = H), 19g (R1 = CH3, R3 = CF3) and 19h (R1 = CH3, R3 = CH3) with Lawesson's reagent resulted in the formation of mixtures of isomers 21‐24.
pH dependence of the stability of boric acid and borate esters of amino acids and amino diols in aqueous medium as studied by 1B and 1H NMR spectroscopy
Authors: van Haveren J. , Peters J. A. , Batelaan J. G. , Kieboom A. P. G. , van Bekkum H. 
Published: September 2010

Abstract11B and 1H NMR spectroscopy studies have revealed that the apparent association constants for borate esters of 2‐amino 1,3‐diols are pH dependent, whereas such a pH dependence is not found in the case of methyl‐substituted diols or 3‐amino‐1,2‐propanediol. These studies have also shown that boric acid ester formation can be detected using 11B NMR.
Effect of pH on the epoxidation of alkenes by the cytochrome P‐450 model manganese(III) porphyrin/hypochlorite
Authors: van der Made A. W. , Bax J. M. C. , Nolte R. J. M. , Drenth W. 
Published: September 2010

AbstractThe epoxidation of alkenes by hypochlorite catalysed by manganese(III) tetraarylporphyrins in a two‐phase water/dichloromethane system is accelerated by lowering the pH of the aqueous phase. This effect is explained by a faster formation of the active [(P)MnO]+ species from a (P)MnOCl complex for all types of porphyrin catalysts and additionally by a suppression of dimerization phenomena for non‐sterically hindered catalysts.
A cage compound derived from cyclotriveratrylene and diphenylglycoluril sub‐units
Authors: Smeets J. W. H. , Coolen H. K. A. C. , Zwikker J. W. , Norte R. J. M. 
Published: September 2010

AbstractTo diphenylglycoluril (2), four aliphatic chains were attached, each with a vanillyl alcohol group at the end. In an acid‐catalyzed reaction, three of the vanillyl alcohol groups cyclize to form a cyclotriveratrylene unit. The resulting compound (3) has a well‐defined cavity and a free, functionalized arm. Cyclization of four vanillyl alcohol groups (5) does not occur, probably for steric reasons.
Benzylation of sugar polyols by means of the PTC method
Authors: Szeja W. , Fokt I. , Grynkiewicz G. 
Published: September 2010

AbstractStudies on benzylation of hydrophilic carbohydrate derivatives with benzyl chloride, using a phase‐transfer technique, have led to the conclusion that alkylation of a substrate can be greatly facilitated by the introduction of a “co‐catalyst” (e.g. a tertiary alcohol) and/or a co‐solvent (e.g. DMSO) to the reaction mixture. Efficient procedures for benzylation of sugar derivatives having three to eight hydroxyl groups per molecule, in a two‐phase system employing an almost stoichiometric amount of the alkylating agent, are presented.
Studies of relaxation times in three substituted acetophenones in benzene
Authors: Khanna R. K. , Bhatnagar Abha , Jain Subhash 
Published: September 2010

AbstractMeasurements of the static dielectric constant at 10 KHz, the refractive index (using a sodium light) and the complex dielectric constant at 9.34 GHz have been made for three substituted acetophenones in a dilute solution of benzene over the temperature range 30‐60 °C. Dielectric relaxation times τ(1) and τ(2) have been calculated using the single‐frequency concentration‐variation method as suggested by Higasi. Comparison with a few available results indicates that τ(2) leads to relaxation times for overall molecular rotation, whereas τ(1) becomes an explicit function of both inter‐ and intramolecular‐relaxation times. τ(2), as well as the distribution parameter (α), show a systematic decrease with increase in temperature. Values of the dipole moments are also reported for these acetophenones.
A convenient one‐pot synthesis of bis(trimethylsilyl)hexatriyne: A precursor of an organic superconductor?
Authors: Alberts Albert H. 
Published: September 2010

AbstractA medium‐scale one‐pot synthesis of bis(trimethylsilyl)hexatriyne is described and the potential of this compound as a precursor of an organic superconductor (the “Little model)” is discussed.
An expeditious in situ preparation of benzyl (S)‐2‐aziridinecarboxylate
Authors: Kuyl‐Yeheskiely E. , Dreef‐Tromp C. M. , van der Marel G. A. , van Boom J. H. 
Published: September 2010

AbstractThe use of diethoxytriphenylphosphorane in the preparation of benzyl (S)‐2‐aziridinecarboxylate is illustrated. The latter compound has been coupled with Z‐Ala‐OH and the aziridine dipeptide thus obtained ring‐opened via C‐3‐N‐1 cleavage with benzyl alcohol and ethanethiol to afford Z‐Ala‐Ser(Bzl)‐OBzl and Z‐Ala‐Cys(Et)‐OBzl, respectively.
Synthesis of benzo(ij)cycl[3.3.2]azines via a palladium mediated cyclisation reaction
Authors: Pfeffer Michel , Rotteveel Marc A. 
Published: September 2010

AbstractA convenient one step synthesis of tetrasubstituted benzo(ij)cycl[3.3.2]azines is performed through the reactions between disubstituted alkynes and cyclopalladated 8‐methylquinoline species.
Partial characterization of the N‐linked oligosaccharides occurring on rat hepatocyte glycoproteins
Authors: Bierhuizen Marti F. A. , de Wit Moniek , Govers Carin A. R. L. , van Dijk Willem 
Published: September 2010

AbstractPrimary monolayers of isolated rat hepatocytes were cultured in the presence of [2‐3H]mannose and [1‐14C]fucose to label metabolically the carbohydrate portion of glycoproteins. Subsequently, glycopeptides were prepared by extensive pronase digestion in order that the relative occurrence of N‐linked oligosaccharides could be examined by lectin‐agarose affinity chromatography.The results indicate that isolated rat hepatocytes are able to synthesize many of the N‐linked oligosaccharides known to be present in whole‐rat‐liver tissue and in rat‐serum glycoproteins. Differences were noticed, however, in the relative occurrence of N‐linked glycans and their degree of galactosylation. Biantennary complex‐type glycans were predominant in isolated rat hepatocytes, whereas the majority of the N‐linked complex‐type glycans in rat‐liver tissue glycoproteins has been reported to be of the tetraantennary type. Furthermore, the degree of P‐galactosylation of the glycans of the hepatocytes appeared to be substantially lower than reported for the peripheral branches of liver tissue complex‐type glycans. However, most of the P‐linked Gal residues present appeared to be substituted by sialic acid.
Studies directed towards the synthesis of sulphated and non‐sulphated glyco‐conjugate fragments using insoluble silver‐salt promoters
Authors: Spijker N. M. , Zuurmond H. , Westerduin P. , van Boeckel C. A. A. 
Published: September 2010

AbstractThe synthesis of three fucosylated oligosaccharides (i.e. compounds 8, 10 and 14) and a keratan sulphate fragment (i.e. compound 24) is presented. The formation of β bonds in these glyco‐conjugate fragments was promoted by insoluble silver salts, while non‐participating groups are present at C‐2 of the glycosyl bromide. Thus, glycosyl donors can be used which have also been employed for a glycoside synthesis. It was found that insoluble silver salt promoters can be very worthwile for the formation of β bonds in larger oligosaccharides when relatively reactive glycons with suitable substitution pattern are condensed with reactive aglycons. The application of this coupling methodology is of special advantage for the synthesis of functionalized oligosaccharides (such as 24), which synthesis may require the use of building blocks having non‐participating (e.g. benzyloxy or azido) protecting groups at C‐2.
Synthesis of (+)‐sesbanimide a. Structure of the crucial silyl ether AB ring intermediate
Authors: Vloon W. J. , van den Bos J. C. , Willard N. P. , Koomen G.‐J. , Pandit U. K. 
Published: September 2010

AbstractAttempts to protect the 8‐hydroxy group (sesbanimide numbering) of the AB ring intermediate 2a, derived from D‐xylose, by tert‐butyldiphenylsilyl trifluoromethanesulfonate, led unexpectedly to the formation of a novel 2‐O‐silyl derivative possessing a tricyclic structure. This intermediate has been converted into (+)‐sesbanimide A.
The use of histidine decarboxylase for the isolation of D‐histidine from the racemate
Authors: Foppen Marie‐Anne E. , van Rantwijk Fred , Maat Leendert , Kieboom Antonius P. G. 
Published: September 2010

AbstractA procedure has been developed for the straightforward isolation of enantiomerically pure D‐histidine from the racemate by action of histidine decarboxylase (EC 4.1.1.22) on racemic histidine followed by crystallization. The histamine formed has been isolated as its dipicrate from the mother liquor.
2‐alkoxy‐3‐methylenetetrahydrofurans by addition of 2‐(bromozincmethyl)‐3,3‐dialkoxy‐1‐propenes to aldehydes and ketones followed by Pd(0)‐catalyzed cyclization
Authors: van der Louw J. , van der Baan J. L. , Timmerman P. , de Kanter F. J. J. , Bickelhaupt F. , Klumpp G. W. 
Published: September 2010

AbstractReaction of 2‐(bromozincmethyl)‐3,3‐dialkoxy‐1‐propenes 2 with aldehydes and ketones afforded addition products 4 which underwent Pd(0)‐catalyzed cyclization to 2‐alkoxy‐3‐methylenetetrahydrofurans 5.
The Hurtley reaction III. A reactivity study of copper(I) 2‐halobenzoates either as pure reagents, or under Hurtley reaction conditions, and as a part of mixed (benzoato)(mesityl)copper(I) clusters
Authors: Aalten Henk L. , van Koten Gerard , Vrieze Kees , van der Kerk‐van Hoof Anca 
Published: September 2010

AbstractThe reactivity of pure isolated copper(I) 2‐halobenzoates has been studied at 20 and 80 °C either with or without oxidizing agents (O2 and CuBr2). Furthermore, these complexes have been reacted at 80°C either alone or in combination with sodium acetylacetonate, i.e. under “Hurtley reaction conditions”. Corresponding reactivity of the mixed (2‐halobenzoato)(mesityl)copper(I) clusters, wherein the mesityl fragment can be considered as an intramolecularly bonded nucleophile, has also been studied.The organic products of these reactions and their distribution, measured by combined gas chromatography‐mass spectrometry (GC–MS) and gas–liquid chromatography (GLC), for both types of reactions showed remarkable similarities. The principal products of these reactions, e.g. biaryls, methyl 2‐(1‐acetyl‐2‐oxopropyl)benzoate and 2‐mesitylbenzoate derivatives, are formed by a halogen substitution reaction. Compared to the chlorobenzoate derivatives, the more reactive bromo species generate more by‐products. The presence of a coordinating solvent, such as acetylacetone, proved to be necessary in order to obtain a good yield from the condensation reaction between the copper(I) 2‐halobenzoates and sodium acetylacetonate. A detailed mechanism involving dinuclear copper(I) intermediates is proposed for the Hurtley reaction.
Hydrolysis of 2,4‐dinitrophenyl phosphate catalyzed by single‐chain, twin‐tailed and bolaform surfactants
Authors: Bunton Clifford A. , Dorwin Ellen L. , Savelli Gianfranco , Si Victoria C. 
Published: September 2010

AbstractThe spontaneous hydrolysis of 2,4‐dinitrophenyl phosphate dianion (2,4‐DNPP) is speeded by cationic micelles of cetyltrimethylammonium salts [CTAX, X = Cl, Br, (SO4)0.5] and of bolaform(22)X2 [Me3N+ (CH2)nN+ Me3 2X−, n = 22, X = Br, (SO4)0.5]. The shorter‐chain bolaform surfactants (n = 16, 12, X = Br) are less effective. Twin‐chain surfactants of didodecyl and dicetyldimethylammonium salts (C12H25)2NMe2X, X = Br, Cl, (SO4)0.5 and (C16H33)2NMe2X, X = Cl, (SO4)0.5 and pyridinium‐ion surfactants C16H33NC5H5Cl and its 4‐(dimethylamino) derivative, also speed hydrolysis. The first‐order rate constants increase to limiting values (k′M) when substrate is fully bound and these values are not very sensitive to the nature of the surfactant and are generally greater than in water by factors of 20–110. However, the extent of binding of 2,4‐DNPP is sensitive to the nature of the surfactant. Tertiary amines, e.g., pyridine and DABCO speed the reaction in CTACl by generating an intermediate phosphoramidate.
Hysteresis during CO‐oxidation activity measurements on carbon‐supported copper/chromium catalysts
Authors: Stegenga S. , Dekker N. J. J. , van Soest R. , Kapteijn F. , Moulijn J. A. 
Published: September 2010

AbstractCarbon‐supported catalysts containing Cu and Cr are active in oxidation and reduction reactions. In CO oxidation experiments, an activity hysteresis has been observed for the Cu/Cr‐carbon catalyst during temperature cycling. From results of CO oxidation experiments and Temperature‐Programmed Reduction (TPR) in CO of fresh, pre‐reduced and pre‐oxidized samples, it is concluded that an oxidation–reduction cycle of the active phase is the reason for this hysteresis phenomenon. Furthermore, TPR(CO) reveals the presence of highly active oxygen species on a Cu/Cr catalyst, which might be the reactive intermediate in CO oxidation. It is also shown that the active phase catalytically oxidizes the carbon support, resulting in a high TPR(CO) background.
The photochemical rearrangement of 1,2‐dihydronaphthalenes into 1,4‐dihydronaphthalenes induced by amines
Authors: Cuppen Th. J. H. M. , Berendsen N. , Laarhoven W. H. 
Published: September 2010

AbstractThe synthetic usefulness of the deprotonation/protonation reaction of excited 1,2‐dihydronaphthalenes into 1,4‐dihydronaphthalenes induced by amines has been investigated using 13 different substituted 1,2‐dihydronaphthalenes and related compounds. The yield of the rearrangement ranges from 5 to 96%. The formation of side‐products depends on the position of protons in the substrate, which can be abstracted by the amine, and on competitive photoreactions.
Polyamides and polyesters containing 2,4:3,5‐di‐O‐methylene‐L‐idaroyl residues
Authors: Tinnemans A. H. A. , Budding H. A. , Stein F. , Venekamp J. C. 
Published: September 2010

AbstractElectrochemical oxidation of 2,4:3,5‐di‐O‐methylene‐D‐gluconic acid in strong alkaline medium afforded a mixture of 2,4:3,5‐di‐O‐methylene‐D‐glucaric acid 4 and 2,4:3,5‐di‐O‐methylene‐L‐idaric acid 1 in a 1/8 ratio with a current efficiency of 53%. Force‐field calculations using Allinger's molecular mechanics program MM2p85 on 1 and 4 indicate that these cis‐fused tetrahydro‐[1,3]dioxino[5,4‐d]‐1,3‐dioxin ring systems possess an O‐inside conformation with a steric energy of 110.3 and 123.5 kJ·mol−1, respectively. Their conformation was confirmed by 400‐MHz 1H‐ and 100‐MHz 13C NMR measurements.A series of polycondensates were prepared by homogeneous solution polymerisation of 1 with an aromatic diol or aromatic diamine, which were analyzed by DSC and TGA.
Metal‐Metal interactions in indium(I) and thallium(I) cyclopentadienyls
Authors: Budzelaar Peter H. M. , Boersma J. 
Published: September 2010

AbstractThe short metal‐metal contacts frequently observed in solid indium(I) and thallium(I) cyclopentadienyls are interpreted as weak donor‐acceptor interactions, similar to the Sn‐Sn bond in dimeric stannylenes.
On the chemistry of binding sites VII. Enantioselective binding using chiral boronic acids
Authors: Wulff Günter , Stellbrink Heike 
Published: September 2010

AbstractFor the construction of chiral binding sites in chromatography, various phenylboronic acids have been prepared as model substances carrying, in the ortho (3a‐d) or ortho, ortho position (4a‐d), optically active side‐groups containing basic nitrogen atoms. The compound carrying two prolyl residues shows the highest selectivity in chiral recognition of racemic diols (separation factor α between 1.70‐2.25). Separation occurs via the formation of a cyclic boronic diester of the diol. The thermodynamic properties of this esterification reaction are well suited to chromatography and furthermore the reaction seems to be adequately rapid.
Synthesis and characterization of μ‐cyano(octaethylporphyrinato)cobalt(III)
Authors: Fahmy Naglaa , Hanack Michael 
Published: September 2010

Abstract(Octaethylporphyrinato)cobalt(II), OEPCo (1), reacts with sodium cyanide and undergoes simultaneous oxidation with air oxygen to form sodium dicyano(octaethylporphyrinato)‐cobalt(III), Na[OEPCo(CN)2] (2), which is converted into μ‐cyano(octaethylporphyrinato)‐cobalt(III), [OEPCoCN]n (3), in aqueous medium. Compounds 2 and 3 are chatacterized by IR, 1H NMR, UV/VIS, TG/DTA and mass spectroscopy. Treatment of the oligomer 3 with pyridine leads to the monomeric complex OEPCoCN(py) (4).