Regiospecific Reductive Elimination from Diaryliodonium Salts

Authors

Bijia Wang, University of Nebraska - Lincoln
Joseph W. Graskemper, University of Nebraska - Lincoln
Linlin Qin, University of Nebraska - Lincoln
Stephen G. DiMagno, University of Nebraska-LincolnFollow

Date of this Version

2010

Citation

Angewandte Chemie (International Edition, English; 2010) 49(24): 4,079–4,083. DOI: 10.1002/anie.201000695.

Comments

Copyright 2010, Wiley. Used by permission.

Abstract

StereoElectronic Control of Unidirectional Reductive Elimination (SECURE) is provided by the cyclophane substituent on iodine(III). Computational and experimental studies demonstrate that out of plane steric bulk strongly destabilizes the reductive elimination transition state, and leads to regiochemical control. This approach should be general for high valent main group and transition metal ions.