New chiral Schiff bases derived from (+)- and (-)-alpha-pinenes in the metal complex catalyzed asymmetric oxidation of sulfides

New chiral Schiff bases derived from (+)- and (-)-alpha-pinenes in the metal complex catalyzed asymmetric oxidation of sulfides Full article

Journal

Russian Chemical Bulletin
ISSN: 1066-5285 , E-ISSN: 1573-9171

Output data

Year: 2008, Volume: 57, Number: 1, Pages: 108-117 Pages count : DOI: 10.1007/s11172-008-0017-8

Tags

alpha-pinene; chiral Schiff bases; salicylaldimines; metal complex catalysis; asymmetric oxidation; sulfides; chiral sulfoxides

Authors

Koneva E. A. , Volcho K. P. , Korchagina D. V. , Komarova N. I. , Kochnev A. I. , Salakhutdinov N. F. , Tolstikov A. G.

Affiliations

1	(Данные Web of science) Russian Acad Sci, NN Vorozhtsov Novosibirsk Inst Organ Chem, Siberian Branch, Novosibirsk 630090, Russia
2	(Данные Web of science) Novosibirsk State Univ, Novosibirsk 630090, Russia
3	(Данные Web of science) Russian Acad Sci, Siberian Branch, GK Boreskov Inst Catalysis, Novosibirsk 630090, Russia

New chiral Schiff bases were derived from (+)- and (-)-alpha-pinenes for the first time. Coordinated to vanadium ions, they can be used as ligands in catalytic oxidation of sulfides into chiral sulfoxides. Conditions for the asymmetric oxidation of thioanisole to methyl phenyl sulfoxide in optical purity up to 32% were found. Variation of substituents in the ligand has a significant effect not only on enantioselectivity of the reaction, but also on absolute configuration of the sulfoxide formed.

Koneva E.A. , Volcho K.P. , Korchagina D.V. , Komarova N.I. , Kochnev A.I. , Salakhutdinov N.F. , Tolstikov A.G.
New chiral Schiff bases derived from (+)- and (-)-alpha-pinenes in the metal complex catalyzed asymmetric oxidation of sulfides
Russian Chemical Bulletin. 2008. V.57. N1. P.108-117. DOI: 10.1007/s11172-008-0017-8 WOS Scopus РИНЦ

Конева Е.А. , Волчо К.П. , Корчагина Д.В. , Комарова Н.И. , Кочнев А.И. , Салахутдинов Н.Ф. , Толстиков А.Г.
Новые хиральные основания шиффа на основе (+)- и (-)-α-пиненов в металлокомплексном асимметрическом окислении сульфидов
Известия Академии наук. Серия химическая.(RUSS CHEM B+). 2008. №1. С.105-113. РИНЦ

Published print:	Jan 1, 2008
Published online:	Jan 10, 2009

Web of science	WOS:000262439500017
Scopus	2-s2.0-58149492705
Elibrary	13591999
OpenAlex	W2073628810