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Asymmetric epoxidation of unfunctionalized olefins catalyzed by chiral salen‐Mn (III) immobilized on alkoxyl‐modified ZnPS‐PVPA
Author(s) -
Huang Jing,
Xie Junjie,
Cai Jiali
Publication year - 2019
Publication title -
applied organometallic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.53
H-Index - 71
eISSN - 1099-0739
pISSN - 0268-2605
DOI - 10.1002/aoc.4982
Subject(s) - chemistry , catalysis , indene , styrene , alkoxy group , yield (engineering) , alkene , organic chemistry , polymer chemistry , combinatorial chemistry , copolymer , polymer , alkyl , materials science , metallurgy
Novel layered heterogeneous chiral salen Mn (III) catalysts anchored onto ZnPS‐PVPA by means of click chemistry are synthesized and employed in asymmetric epoxidations of unfunctionalized olefins. The catalysts manifest superior catalytic performances (conv%, up to >99; ee%, up to >99) according to the epoxidations of α‐methylstyrene, styrene, indene and 1‐octene. But for 6‐cyano‐ 2,2‐dimethylchromene and 6‐nitro‐2,2‐dimethylchromene, configuration of epoxides are reversed. Moreover, the catalysts could still indicate comparable properties (yield, 82%; ee, 86%) after recycling for nine times and excellent functions in large‐scale reactions, which paves the way for the application in industry.