Highly enantioselective intermolecular carbene insertion to C-H and Si-H bonds catalyzed by a chiral iridium(III) complex of a D4-symmetric Halterman porphyrin ligand

Jing-Cui Wang; Zhen-Jiang Xu; Zhen Guo; Qing-Hai Deng; Cong-Ying Zhou; Xiao-Long Wan; Chi-Ming Che

doi:10.1039/c2cc30441d

Highly enantioselective intermolecular carbene insertion to C-H and Si-H bonds catalyzed by a chiral iridium(III) complex of a D4-symmetric Halterman porphyrin ligand

Chem Commun (Camb). 2012 May 7;48(36):4299-301. doi: 10.1039/c2cc30441d. Epub 2012 Mar 26.

Authors

Jing-Cui Wang¹, Zhen-Jiang Xu, Zhen Guo, Qing-Hai Deng, Cong-Ying Zhou, Xiao-Long Wan, Chi-Ming Che

Affiliation

¹ Shanghai-Hong Kong Joint Laboratory in Chemical Synthesis, Shanghai Institute of Organic Chemistry, 354 Feng Lin Road, Shanghai, China.

PMID: 22447038
DOI: 10.1039/c2cc30441d

Abstract

The chiral iridium porphyrin [Ir((-)-D(4)-Por*)(Me)(EtOH)] displays excellent reactivity and stereoselectivity towards carbene insertion to C-H and Si-H bonds, affording corresponding products in high yields (up to 96%) and high enantioselectivities (up to 98% ee).

Publication types

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

MeSH terms

Carbon / chemistry*
Catalysis
Hydrogen / chemistry*
Iridium / chemistry*
Ligands
Metalloporphyrins / chemistry*
Methane / analogs & derivatives*
Methane / chemistry
Silicon / chemistry*
Stereoisomerism
Substrate Specificity

Substances

Ligands
Metalloporphyrins
carbene
Iridium
Carbon
Hydrogen
Methane
Silicon