A trinuclear Zn3(OAc)4-3,3'-bis(aminoimino)binaphthoxide complex for highly efficient catalytic asymmetric iodolactonization

Takayoshi Arai; Noriyuki Sugiyama; Hyuma Masu; Sayaka Kado; Shinnosuke Yabe; Masahiro Yamanaka

doi:10.1039/c4cc02415j

A trinuclear Zn3(OAc)4-3,3'-bis(aminoimino)binaphthoxide complex for highly efficient catalytic asymmetric iodolactonization

Chem Commun (Camb). 2014 Aug 7;50(61):8287-90. doi: 10.1039/c4cc02415j.

Authors

Takayoshi Arai¹, Noriyuki Sugiyama, Hyuma Masu, Sayaka Kado, Shinnosuke Yabe, Masahiro Yamanaka

Affiliation

¹ Department of Chemistry, Graduate School of Science, Chiba University, 1-33 Yayoi, Inage-ku, Chiba, Japan. tarai@faculty.chiba-u.jp.

PMID: 24899121
DOI: 10.1039/c4cc02415j

Abstract

A 3,3'-bis(aminoimino)BINOL ligand was newly designed and synthesized for the formation of a trinuclear Zn complex upon reaction with Zn(OAc)2. Using the harmony of the tri-zinc atoms, 1 mol% Zn3(OAc)4-3,3'-bis(aminoimino)binaphthoxide catalyzed asymmetric iodolactonization in up to 99.9% ee.

Publication types

Research Support, Non-U.S. Gov't

MeSH terms

Catalysis
Coordination Complexes / chemistry*
Crystallography, X-Ray
Iodine / chemistry
Lactones / chemical synthesis
Lactones / chemistry
Ligands
Molecular Conformation
Naphthols / chemistry
Zinc / chemistry*

Substances

BINOL, naphthol
Coordination Complexes
Lactones
Ligands
Naphthols
Iodine
Zinc