Patent application EP19305862A (EP), filed 2019-06-27
Publication number: EP3757085A1
Title: PERFLUORINATED POLYOLS AND THEIR USE FOR THE ENANTIOMERIC SEPARATION OF CHIRAL ANIONS
Abstract: [0001]    The invention relates to perfluorinated polyols and their use for enantiomeric separation of chiral anions. It also relates to a process for preparing such perfluorinated polyols, and to a process for the enantiomeric separation of chiral anions.
IPC codes: C07C  31/    22            A I
C07B  57/    00            A I
C07C  29/   143            A I
C07C  31/    42            A I
C07C  45/    72            A I
C07C  49/   173            A I
Claims: number: 1
text: A compound represented by the following formula (I):
number: 2
text: The compound according to claim 1, wherein Rf represents a C<1>-C<6> perfluorinated aliphatic chain, preferably a trifluoromethyl.
number: 3
text: Use of a compound as defined in claim 1 or 2, for the enantiomeric separation of chiral anions.
number: 4
text: Use according to claim 3, wherein said chiral anions are selected from the group consisting of sulfonates, phosphonates, phosphates, hydrogenophosphates, alcoholates, phenolates, thiolates, carboxylates, preferably phosphates.
number: 5
text: A process for the enantiomeric separation of chiral anions, comprising the steps of:
number: 6
text: A process for preparing a compound as defined in claim 1 or 2, comprising the steps of:
number: 7
text: The process according to claim 6, wherein Rf represents a C<1>-C<6> perfluorinated aliphatic chain, preferably a trifluoromethyl.
number: 8
text: The process according to claim 6 or 7, wherein said hydride-type reducing agent is sodium borohydride.
number: 9
text: The process according to any one of claims 6 to 8, wherein said chiral bis(oxazoline) ligand is represented by the following formula (III):
number: 10
text: The process according to any one of claims 6 to 9, wherein said copper salt is Cu[O-S(O)<2>-CF<3>]<2>.
Office action: search_report, dated 2020-12-30
Prior art cited: ref_id: - SAMET ET AL., J. ORG. CHEM., vol. 80, 2015, pages 1130 - 1135
ref_type: npl
severity: background
ref_id: - SHOKRI ET AL., J. AM. CHEM. SOC., vol. 135, 2013, pages 9525 - 9530
ref_type: npl
severity: background
ref_id: - LIM ET AL., J. AM. CHEM. SOC., vol. 139, 2017, pages 12228
ref_type: npl
severity: background
ref_id: - ZHOU ET AL., ARKIVOC, vol. 5, 2014, pages 351
ref_type: npl
severity: background
ref_id: - WILLIAM H. PIRKLE ET AL: "Nuclear magnetic resonance determination of enantiomeric composition and absolute configuration of .gamma.-lactones using chiral 2,2,2-trifluoro-1-(9-anthryl)ethanol", JOURNAL OF ORGANIC CHEMISTRY, vol. 42, no. 2, 1 January 1977 (1977-01-01), US, pages 384 - 387, XP055648673, ISSN: 0022-3263, DOI: 10.1021/jo00422a061
ref_type: npl
severity: background
ref_id: - MASOUD SAMET ET AL: "Power of a Remote Hydrogen Bond Donor: Anion Recognition and Structural Consequences Revealed by IR Spectroscopy", JOURNAL OF ORGANIC CHEMISTRY, vol. 80, no. 2, 29 December 2014 (2014-12-29), US, pages 1130 - 1135, XP055648675, ISSN: 0022-3263, DOI: 10.1021/jo502652z
ref_type: npl
severity: background
ref_id: - WILLIAM H. PIRKLE ET AL, "Nuclear magnetic resonance determination of enantiomeric composition and absolute configuration of .gamma.-lactones using chiral 2,2,2-trifluoro-1-(9-anthryl)ethanol", JOURNAL OF ORGANIC CHEMISTRY, US, (19770101), vol. 42, no. 2, doi:10.1021/jo00422a061, ISSN 0022-3263, pages 384 - 387, XP055648673 [A] 1-10 * the whole document *
ref_type: npl
severity: background
ref_id: - MASOUD SAMET ET AL, "Power of a Remote Hydrogen Bond Donor: Anion Recognition and Structural Consequences Revealed by IR Spectroscopy", JOURNAL OF ORGANIC CHEMISTRY, US, (20141229), vol. 80, no. 2, doi:10.1021/jo502652z, ISSN 0022-3263, pages 1130 - 1135, XP055648675 [AD] 1,2 * compounds 1(2), 1(3) *
ref_type: npl
severity: background
Final disposition: pending (2020-12-30)