bluuebunny/crossref_metadata_2025_split huggingface dataset:
Phosphorescence Properties of Pyridine and Its Methyl Derivatives in the Vapor Phase
Authors: Suzuki Masayuki , Fujita Masahisa , Takemura Takeshi , Baba Hiroaki 
Published: July 2006

Abstract
The phosphorescence spectra, lifetimes, and quantum yields of pyridine and its methyl derivatives, 2-picoline, 3-picoline, and 2,6-lutidine in the vapor phase have been measured with the aid of a specially designed circuit by means of control of the voltage imposed on the photomultiplier. The phosphorescence spectrum shifts to shorter wavelengths with increasing methylation. The phosphorescence lifetimes and quantum yields of pyridine and the picolines are of the order of 1 μs and 10−7 both values being one order of magnitude smaller than the corresponding values for the lutidine. These observations are explained by assuming that (1) the lowest triplet state (T1) and the next lowest triplet (T2) are of 3(π,π*) and 3(n,π*) types respectively, (2) the energy gap between T1 and T2 is small, especially in the unsubstituted pyridine, and (3) the potential energy curve for T1 is distorted according to the energy gap, as the result of a pseudo-Jahn-Teller type of interaction between T1 and T2.
The Contents and Distributions of Arsenic, Antimony, and Mercury in Geothermal Waters
Authors: Sakamoto Hayao , Kamada Masaakira , Yonehara Norinobu 
Published: July 2006

Abstract
The contents and distributions of arsenic, antimony, and mercury in geothermal water samples taken from various geothermal areas in Japan were investigated. Since the existing forms of arsenic, antimony, and mercury in geothermal waters are complex and can change during sample storage, it is difficult to determine all of the chemical forms. In this study, therefore, the arsenic(III+V), antimony(III+V), and total mercury contents were determined. In geothermal water, there is a high positive correlation between the contents of arsenic and antimony. However, there is no correlation at all between the contents of mercury and arsenic, or between those of mercury and antimony. It can be assumed that mercury behaves differently from either arsenic or antimony in geothermal water.
Synthesis of Skeleton of Antitumor Quassinoid
Authors: Sasaki Makoto , Murae Tatsushi , Matsuo Hisaaki , Konosu Toshiyuki , Tanaka Naoko , Yagi Kiyoshi , Usuki Yoshinosuke , Takahashi Takeyoshi 
Published: July 2006

Abstract
A compound having a skeleton of an antitumor quassinoid, bruceantin, was prepared according to the following strategy; 1) construction of ring ABC from ring AB by cyclization of a hindered 1,5-diketone; 2) construction of ring E (ether ring) by opening of a 12,13-epoxide ring followed by attack of oxygen at C-20 toward C-13; 3) formation of ring D (hemiacetal ring) by treatment of a 7α-hydroxy-16-al dimethyl acetal with PPTS.
Reactions of (Triphenylphosphine)gold(I) Enolates and Homoenolates
Authors: Murakami Masahiro , Inouye Masahiko , Suginome Michinori , Ito Yoshihiko 
Published: July 2006

Abstract
Some reactions of (triphenylphosphine)gold(I) enolates and homoenolates, which are respectively prepared by the reaction of trimethylsilyl ethers of enols and cyclopropanols with (triphenylphosphine)gold(I) chloride in the presence of cesium fluoride, are described. The aldol reaction of (triphenylphosphine)gold(I) enolates with carbonyl compounds is efficiently promoted by Lewis acids such as titanium tetrachloride and diethylaluminum chloride to produce β-hydroxy carbonyl compounds. (Triphenylphosphine)gold(I) enolate reacts with phenyl acetylene to afford (triphenylphosphine)gold(I) phenylacetylide in good yield. Reaction of (benzoylmethyl)(triphenylphosphine)gold(I) (3a) with chlorotrimethylsilane produces α-(trimethylsilyloxy)styrene and (triphenylphosphine)gold(I) chloride, which is the reverse of the formation of 3a. Gold(I) enolate undergoes an isocyanide insertion reaction into the linkage of carbon and gold. (2-Benzoylethyl)(triphenylphosphine)gold(I) reacts with 2-methyl-2-propanethiol to afford (triphenylphosphine)gold(I) t-butyl sulfide together with propiophenone.
Preparation and Characterization of Large Surface Area BaO·6Al2O3
Authors: Machida Masato , Eguchi Koichi , Arai Hiromichi 
Published: July 2006

Abstract
Barium hexaaluminate, BaO·6Al2O3, exhibited excellent heat resistance in maintaining a large surface area. Preparation from hydrolysis of metal alkoxides was a superior process in deriving the large surface area of BaO·6Al2O3, to that from mixtures of BaCO3⁄γ-Al2O3. Direct formation of BaO·6Al2O3 phase at low temperature plays the key role in retaining the fine particle size. The amount of water added for hydrolysis and the aging period of hydrolyzed precursors strongly influenced the surface area of alkoxide-derived BaO·6Al2O3. These effects of the preparation conditions originated from the difference in microstructure and chemical structure of the hydrolyzed precursors. Monodispersed fine precursor particles with high oxide content generated large surface area BaO·6Al2O3.
Organophosphorus Analogues and Derivatives of the Natural l-Amino Carboxylic Acids and Peptides. III. Synthesis and Enzyme-Substrate Interactions of d-, Dl-, and l-5-Dihydroxyphosphinyl-3,4-didehydronorvaline and Their Cyclic Analogues and Derivatives
Authors: Natchev Ivan A 
Published: July 2006

Abstract
The unusual natural amino acid phosphorus containing didehydronorvaline (5) has been synthesized by consecutive treatment of the 4-bromo-2-butenal (1) with potassium cyanide and ammonium carbonate to the hydantoin (2), converted into the organophosphorus derivative 3, followed by enzyme-catalyzed hydrolysis of the diethoxyphosphinyl group to the phosphonic acid 4, and hydrolysis. The tetrahydro-1,2-azaphosphorine (8) and the protected didehydronorvaline derivatives 6, 7, 9, and 10, have been synthesized.
Organic Derivatives of Layered Polysilicates. II. Reaction of Magadiite and Kenyaite with Diphenylmethylchlorosilane
Authors: Yanagisawa Tsuneo , Kuroda Kazuyuki , Kato Chuzo 
Published: July 2006

Abstract
Silanol groups on the interlayer surface of layered polysilicic acids (H-magadiite and H-kenyaite) were silylated by reaction with diphenylmethylchlorosilane. Dodecyltrimethylammonium magadiite and kenyaite intercalation compounds were used as the intermediates for the conversion. The interlayer modification was confirmed by XRD, IR, 29Si-MAS NMR and elemental analysis.
Synthesis of 2-Aryl[1,2,4]triazolo[1,5-a]pyrimidines
Authors: Kamala K , Jayaprasad Rao P , Kondal Reddy K 
Published: July 2006

Abstract
2-(Aroylamino)pyrimidines (4) have been converted into 1-(2-pyrimidyl)-5-aryl-1H-tetrazoles (6) by treatment with PCl5 followed by azidolysis in aqueous acetone solution. Pyrolysis of 6 in decalin gave 2-aryl[1,2,4]triazolo[1,5-a]pyrimidines (8). A reasonable pathway for the formation of 8 from 6 is suggested. Structures of all the compounds have been established by elemental analysis and spectral data.
Synthesis of the Cyclohexylammonium Form of α-Zirconium Phosphate and Its Application to Nickel(II) Ion Exchange
Authors: Hasegawa Yoshitsugu , Sasaki Kaname , Tanaka Hiroe 
Published: July 2006

Abstract
The uptake of cyclohexylamine with α-zirconium phosphate was studied by means of the pH-titration method. Cyclohexylamine was loaded up to 75% of the ion-exchange capacity of α-zirconium phosphate. Chemical analysis, thermal analysis, infrared spectroscopy, and X-ray diffractometry were used to characterize the product obtained at the final step of pH titration, which was referred to as the cyclohexylammonium form. The chemical composition can be presented as Zr(C6H11NH3)1.5(H)0.5(PO4)2·H2O. The interlayer distance of the exchanger expanded to 18.4 Å upon the uptake of cyclohexylamine. The cyclohexylammonium ion was exchanged easily with the nickel(II) ion in a solution.
Metal-Catalyzed Organic Photoreactions. Titanium(IV) Chloride-Catalyzed Photoreactions of Aldohexoses
Authors: Ichikawa Shuji , Takahashi Kazuo , Tanaka Masato , Sato Tadashi 
Published: July 2006

Abstract
Under UV irradiation in the presence of titanium(IV) chloride in methanol, d-glucose, d-mannose, and d-galactose underwent a selective bond cleavage at the C5–C6 position, producing the corresponding pentodialdose derivatives. The reaction was interpreted in terms of the photoinduced electron transfer within a chelate of titanium ion with the carbohydrate molecule. The synthetic utilities of the photoproducts were discussed.
Crystal Structure and Molecular Structure of Neutral Nickel Bis(5,6-dihydro-1,4-dithiin-2,3-dithiolate), Ni(dddt)2
Authors: Kim Hyernjoo , Kobayashi Akiko , Sasaki Yukiyoshi , Kato Reizo , Kobayashi Hayao 
Published: July 2006

Abstract
Neutral species of multi-sulfur 1,2-dithiolene complex, Ni(dddt)2 (dddt=5,6-dihydro-1,4-dithiin-2,3-dithiolate), was synthesized and the crystal structure has been determined. Crystals are monoclinic, space group P21⁄c, with Z=4, a=18.350(10), b=4.672(1), c=20.326(12) Å, β=125.56(3)°, V=1417(1) Å3. The structure was solved by the Patterson method, and refined by a block-diagonal least-squares method to R=0.081 for 1316 unique reflections. Two independent molecules of Ni(dddt)2 are stacked along the b-axis separately, with interplanar distances of 3.76 Å and 3.74 Å, respectively.
Electroreduction of Phenylhydrazones in Methanol–Water Mixtures
Authors: Kameswara Rao Vepa , Venkatachalam Chitoor Sivaramakrishnan , Kalidas Chatty 
Published: July 2006

Abstract
The electroreduction of a few substituted phenylhydrazones on mercury cathode has been studied in methanol–water mixtures using polarography, cyclic voltammetry, micro- and macrocontrolled-potential electrolysis. These compounds are reduced in a single four-electron step to yield the corresponding amino products. A linear relationship between the half-wave potentials (E1⁄2) and Hammett substituent constants (σ) has been observed.
An X-Ray Diffraction Study on the Structures of Monochloropentakis(N,N-dimethylformamide)copper(II), Trichloromono(N,N-dimethylformamide) and Tetrachlorocuprate(II) Complexes in N,N-Dimethylformamide
Authors: Ozutsumi Kazuhiko , Ishiguro Shin-ichi , Ohtaki Hitoshi 
Published: July 2006

Abstract
The structure of the monochlorocopper(II), trichloro- and tetrachlorocuprate(II) complexes in N,N-dimethylformamide (DMF) has been studied by the X-ray diffraction method at 25 °C. The radial distribution curve obtained for a solution containing the monochlorocopper(II) complex as the predominant species reveals the presence of an axially elongated octahedral [CuCl(dmf)5]+ complex, three Cu–O(eq) and two Cu–O(ax) bond lengths being 199(1) and 239(4) pm, respectively. The chloride ion binds to the copper(II) ion at the equatorial site and the Cu–Cl distance is 220(2) pm. The Cu–O(eq) bond length within the [CuCl(dmf)5]+ complex is practically the same as that within the [Cu(dmf)6]2+ (203 pm). The X-ray scattering data of solutions containing the tri- and tetrachlorocuprate(II) complexes as the main species are well explained in terms of the existence of the distorted tetrahedral [CuCl3(dmf)]− and [CuCl4]2− complexes, respectively, in the solutions. The Cu–Cl and Cu–O bond lengths within the [CuCl3(dmf)]− complex are 219(1) and 230(13) pm, respectively. The Cu–O distance within the complex is longer than that of the equatorial Cu–O bond within the [Cu(dmf)6]2+ and [CuCl(dmf)5]+ ions. The Cu–Cl bond length within the [CuCl4]2− complex is 226(1) pm and is longer than that within the [CuCl3(dmf)]2− complex. The nonbonding Cl···Cl distances within the [CuCl4]2− complex are 346(3) and 412(6) pm.
The Conversion of (+)-Dehydroabietic Acid into Steroidal Hormones
Authors: Matsumoto Takashi , Imai Sachihiko , Sunaoka Yasuhiro , Yoshinari Takashi 
Published: July 2006

Abstract
A resin acid, (+)-dehydroabietic acid, was converted into 3,4,4a,9,10,10a-hexahydro-7-methoxy-10aβ-methyl-4aαH-phenanthren-1(2H)-one (2) by the introduction of oxygen functions at the C-4 and C-13 positions, and a rearrangement of the angular methyl group to the C-5 position. The hydrophenanthrene derivative 2 was further transformed into 2,3,3a,4,5,9b-hexahydro-7-methoxy-3aβ-methyl-9bαH-1H-benz[e]inden-3β-ol (3). Since the conversion of 3 into steroidal hormones has already been reported, the present synthesis can be regarded as the synthesis of steroidal hormones from (+)-dehydroabietic acid.
Reactions of Coordination Compounds in the Solid State. III. The Behavior of the Isomers of Dichloro(triethylenetetramine)cobalt(III) Bromide and Iodide, [Co(trien)Cl2]X
Authors: Fujiwara Terufumi , Bailar John C 
Published: July 2006

Abstract
The rearrangement of the isomers of dichloro(triethylenetetramine)cobalt(III) bromide and iodide upon heating in the solid state has been studied in relation to the corresponding isomers of the chloride. The behavior of the bromide and iodide has been found to be different from that of the chloride, supporting the existence of anion effects in the solid-state reactions. With respect to the nature of the anions, several factors which are responsible for the differences are discussed in relation to mechanism.
The Oxidation of Some Naphthols with Benzoyl Peroxide
Authors: Matsumoto Takashi , Imai Sachihiko , Yamamoto Naoya 
Published: July 2006

Abstract
The reactions of four naphthols (1-naphthol (1), 2-naphthol (2), 4-isopropyl-1-naphthol (18), and 3-isopropyl-2-naphthol (19)) with benzoyl peroxide were examined under two reaction conditions (A and B). Each of the naphthols 1, 2, 18, and 19 was oxidized with 0.95 equivalent moles of benzoyl peroxide at room temperature for 24 h (condition A) to give mainly the corresponding ortho-benzoyloxylated product which was isolated in moderate yield as an equilibrium mixture, resulting from its trans -benzoylation. The naphthols 18 and 19 were also oxidized with 2.25 equivalent moles of benzoyl peroxide at room temperature for 48 h (condition B) to give mainly 2,2-bis(benzoyloxy)-4-isopropyl-1(2H)-naphthalenone and 2,2-bis(benzoyloxy)-3-isopropyl-1(2H)-naphthalenone in good yields. The oxidations of 1 and 2 under condition B produced the same product, 2,2-bis(benzoyloxy)-1(2H)-naphthalenone, in low yields.
Chiral Synthesis via Organoboranes. 11. Hydroboration. 82. Asymmetric Hydroboration of 1-Heteroarylcycloalkenes with Monoisopinocampheylborane. Synthesis of trans-2-Heteroarylcycloalkyl Boronates and Derived Alcohols of Very High Enantiomeric Purity
Authors: Brown Herbert C , Gupta Ashok K , Vara Prasad J V N 
Published: July 2006

Abstract
The hydroboration of representative 1-heteroarylcycloalkenes with monoisopinocampheylborane (IpcBH2) was investigated systematically to establish the degree of asymmetric induction during hydroboration. The hydroboration of 1-heteroarylcyclopentene with IpcBH2 at −25 °C proceeded cleanly to afford the corresponding dialkylboranes. These dialkylboranes, upon treatment with acetaldehyde and then oxidation, afforded the corresponding trans-2-heteroarylcycloalkanols of 85–86% ee. Similarly, 1-heteroarylcyclohexenes, upon hydroboration with IpcBH2, followed by acetaldehyde treatment and oxidation, gave the corresponding alcohols in ca. 90% ee. The dialkylboranes or alkylboronic acids derived from 1-heteroarylcyclopentenes and IpcBH2 can be recrystallized to furnish materials approaching 100% ee. From such dialkylboranes or alkylboronic acids, the corresponding boronates of ca. 100% ee were prepared and isolated. These are proving to be highly versatile synthetic intermediates for organic synthesis.
Adsorption of Xenon in the Zeolitic Pore in the Henry’s Law Region of the Isotherms
Authors: Yoshida Toshihisa , Koizumi Jun-ichi , Akai Yoshio 
Published: July 2006

Abstract
The isotherms and the 129Xe NMR spectra of Xe adsorbed on HY and USY zeolites of faujasite structure were measured. There were two kinds of Xe species, which could be distinguished as one trapped on the internal surface of the supercage and the other freely mobile in the supercage.
Oxidation of 2,4-Di-t-butylphenol with Hydrogen Peroxide Catalyzed by Bis(ethylenediamine)copper(II) Complexes
Authors: Kushioka Keiko , Tanimoto Iwao , Maruyama Kazuhiro 
Published: July 2006

Abstract
2,4-Di-t-butylphenol (1) was efficiently oxidized with H2O2 in methanol in the presence of bis(ethylenediamine)copper(II) (Cu(II)(en)2) complexes. Activity of the Cu(II) complexes was strongly dependent on the structure of the en ligands, as in the cases of the O2 oxidation of phenol 1. In the H2O2 oxidation of 1, ens having none of N-alkyl substituent were of the most efficient. By addition of H2O2, stable Cu(II)(en)2 complexes exhibited a new absorption at 340 nm, which was assigned to Cu(II)–en–H2O2 (1:2:1) complexes. Furthermore, the rapid-scanning spectrophotometry proved that quadruple Cu(II)–en–phenol 1–H2O2 (1:1:1:1) complexes were the key intermediate for the oxidation of 1. The initial velocity can be summarized in the equation v=k[H2O2]1[phenol 1]1[Cu(II)(en)2]1. The oxidation mechanism of phenol 1 with H2O2 is proposed.
Magnesium Ion Assisted Highly Regio- and Chemoselective Reduction of 5H-Pyrrolo[3,4-b]pyridine-5,7(6H)-diones with Sodium Borohydride. A Convenient Synthesis of 6,7-Dihydro-7-hydroxy-5H-pyrrolo[3,4-b]pyridin-5-ones
Authors: Goto Takehiko , Konno Michio , Saito Minoru , Sato Ryu 
Published: July 2006

Abstract
6-Substituted and unsubstituted 6,7-dihydro-7-hydroxy-5H-pyrrolo[3,4-b]pyridin-5-ones were predominantly obtained in excellent yield by the reduction of the corresponding 5,7-diones with sodium borohydride in the presence of Mg ion at 0 °C. The highly regioselective production of the 7-hydroxy lactam in preference to the 5-hydroxy isomer was reasonably interpreted in terms of a chelate complex formation between the dione and Mg ion. The regioisomeric assignment was achieved by the transformation of the 7-hydroxy lactam to 2-(hydroxymethyl)-3-pyridinecarboxamides which could be converted to the known azaphthalide, furo[3,4-b]pyridin-5(7H)-one. Furthermore, the high chemoselectivity was found to be retained below 0 °C to give the partial reduction product, hydroxy lactam, exclusively.
Vanadium Oxides (V2Ox) Catalysts for Dry-Type and Simultaneous Removal of Sulfur Oxides and Nitrogen Oxides with Ammonia at Low Temperature
Authors: Kasaoka Shigeaki , Sasaoka Eiji , Iwasaki Hideto 
Published: July 2006

Abstract
In order to develop highly functional catalysts for a dry-type, simultaneous removal of sulfur oxides (SOx) and nitrogen oxides (NOx) the catalytic activities of V2Ox/TiO2, V2Ox/TiO2/AC(activated carbon) and V2Ox/AC (4&lt;x&lt;5) were studied using a fixed bed flow reactor. In this process SO2 is catalytically oxidized to SO3 and then fixed on the catalyst as ammonium sulfates by reactions with H2O and NH3; NOx are reduced to N2 with NH3 over the same catalyst at low temperature (ca. 130 °C). The sulfates deposited on the catalyst must be periodically removed for regeneration in order to realize repeated use of the catalyst. V2Ox/TiO2 was found to be a suitable catalyst for the simultaneous removal and to have an acceptable tolerance for reiterative regeneration. Also, water washing of the used catalyst after a NH3 pretreatment was found to be preferable for regeneration. The sulfates deposited on the catalyst could be recovered as (NH4)2SO4 by this type regeneration. The deposited sulfates were amorphous and could be regarded as being a mixture of NH4HSO4 and (NH4)2SO4. These sulfates reacted with NOx to produce N2.
Inhibiting Effects of Ethanethiol, Dimethyl Sulfide, and Dimethyl Disulfide on the Corrosion of Stainless Steel (405) in Sulfuric Acid
Authors: Saleh Jalal Mohammed , Al-Haidari Yousif Kadim 
Published: July 2006

Abstract
The corrosion behavior of stainless steel (405) specimen in 5 M H2SO4 solution has been investigated potentiostatically at four temperatures in the range 303–323 K. The inhibiting effects of ethanethiol (EtSH), dimethyl sulfide (Me2S), and dimethyl disulfide (Me2S2) have thereafter been tested for four inhibitor concentrations of 0.5, 1, 5, and 10 mmol dm−3. The sulfur compound addition to the H2SO4 solution caused a shift, mainly in the cathodic direction, of the corrosion potential, the electrode potential at low current densities as well as of the linear section of the cathodic Tafel line. The protection efficiency of each sulfur compound was determined at various temperatures and inhibitor concentrations. The sulfur compound acted as a corrosion inhibitor in the H2SO4 solution through adsorption on the stainless steel surface. The kinetic results, operating through a compensation effect, could well account for the variation of the inhibiting capacities of the various sulfur compounds. The results indicated that inhibition process involved the shift of the stainless steel corrosion to those surface sites which are associated with progressively higher energy of activation. EtSH was the most efficient of the three sulfur compounds for inhibiting the corrosion of the stainless steel in H2SO4 solution.
Triethylborane-Induced Hydrodehalogenation of Organic Halides by Tin Hydrides
Authors: Miura Katsukiyo , Ichinose Yoshifumi , Nozaki Kyoko , Fugami Keigo , Oshima Koichiro , Utimoto Kiitiro 
Published: July 2006

Abstract
The reduction of organic halides with tributyltin hydride in the presence of a catalytic amount of triethylborane has been studied. (1) Alkyl iodides and alkyl bromides reacted easily with tin hydride at −78°C to give the corresponding hydrocarbons, while alkyl chlorides were sluggish to react and recovered unchanged. (2) The reduction of alkenyl halides such as 1-deuterio-1-iodo-1-dodecene and 1-iodo-1-triethylsilyl-1-dodecene proceeded nonstereospecifically. (3) The reduction of aryl halides with n-Bu3SnH–Et3B system was not so effective as the reduction of alkyl halides and alkenyl halides. Whereas aryl iodides were reduced at room temperature with n-Bu3SnH, aryl bromides hardly reacted with n-Bu3SnH even at 80 °C.
Novel Electron Acceptors Bearing a Heteroquinonoid System. I. Synthesis and Conductive Complexes of 5,5′-Bis(dicyanomethylene)-5,5′-dihydro-Δ2,2′-bithiophene and Related Compounds
Authors: Yui Koji , Aso Yoshio , Otsubo Tetsuo , Ogura Fumio 
Published: July 2006

Abstract
Novel electron acceptors bearing a heteroquinonoid system, 5,5′-bis(dicyanomethylene)-5,5′-dihydro-Δ2,2′-bithiophene, its 3,3′-dichloro, 3,3′-dibromo, and 3,3′,4,4′-tetrabromo derivatives, and 5,5″-bis(dicyanomethylene)5,5″-dihydro-Δ2,2′:5′,2″-terthiophene were synthesized by the action of tetracyanoethylene oxide or by Pd(0)-catalyzed substitution reactions with sodium dicyanomethanide on the corresponding α,α′-dihalogenoheteroaromatics. They showed very small on-site Coulomb repulsion as expected, and afforded several highly conductive molecular complexes with electron donors such as hexamethylenetetratellurafulvalene.
Strongly Deformed TCNQ Derivatives: Syntheses and Properties of 7,12-Bis(dicyanomethylene)-7,12-dihydrobenz[a]anthracene (BDCNBA) Derivatives
Authors: Maruyama Kazuhiro , Imahori Hiroshi , Nakagawa Katsuhiko , Tanaka Nobuo 
Published: July 2006

Abstract
In spite of large steric repulsion between aromatic quinone moiety and dicyanomethylene moiety the title compounds (BDCNBA) were synthesized by TiCl4-catalyzed reactions of the corresponding aromatic quinones and malononitrile. BDCNBA showed electronic spectra indicating the intramolecular charge-transfer interaction and redox properties similar to 11,11,12,12-tetracyano-9,10-anthraquinodimethane (TCNAQ) derivatives. BDCNBA showed a low electrical conductivity (≈10−7 Ω−1 cm−1). Strongly deformed structure of BDCNBA was established by X-ray crystallographic analysis.
Revised Structures, Benz[cd]indol-2(1H)-ones, for the Ring-Contracted Cycloadducts from 1-Substituted Cyclohepta[b]pyrrol-2(1H)-ones with Acetylenes
Authors: Mori Akira , Tian Guan Rong , Takeshita Hitoshi , Takehiro Toshiyuki , Abe Noritaka 
Published: July 2006

Abstract
Formerly-proposed structures, cyclopent[de]isoquinolin-3(4H)-ones, for ring contracted by-products obtained from 1-substituted cyclohepta[b]pyrrol-2(1H)-ones and acetylenes, were revised to benz[cd]indol-2(1H)-ones on the basis of spectroscopic analysis.