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Synthesis and X‐ray Crystal Structures of Zinc Complexes Supported by Chelating Ligands: Various Reactions of α‐Iminopyridines with ZnEt 2
Author(s) -
Wang Haimang,
Guo Zhiqiang,
Yang Jihong,
Cao Wei,
Hua Yupeng,
Wei Xuehong,
Li Jianfeng
Publication year - 2018
Publication title -
zeitschrift für anorganische und allgemeine chemie
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.354
H-Index - 66
eISSN - 1521-3749
pISSN - 0044-2313
DOI - 10.1002/zaac.201800120
Subject(s) - chemistry , substituent , deprotonation , steric effects , medicinal chemistry , diethylzinc , ligand (biochemistry) , alkyl , selectivity , redox , chelation , zinc , stereochemistry , catalysis , organic chemistry , ion , biochemistry , receptor , enantioselective synthesis
α‐Iminopyridine (α‐IP) is an important redox‐noninnocent ligand. The substituents on the imino function of α‐IPs have important impact on the reaction selectivity with diethylzinc. For the α‐IPs with a hydrogen substituent on the imino carbon, reduction occurred for the non‐bulky N‐substituents phenyl and 2‐methylphenyl groups, whereas alkyl addition and coupling reactions can be selectively achieved for the sterically bulky N ‐substituents 2,6‐dimethylphenyl or 2,4,6‐trimethylphenyl group. However, for the α‐IPs with a CH 3 substituent on the imino carbon, the deprotonation reaction happened regardless of the N ‐substituents of 2‐methylphenyl or 2,6‐dimethylphenyl group. All the products were isolated and characterized by single‐crystal X‐ray diffraction. The possible mechanisms of these reactions were also discussed.