Issue 97, 2012

Bisarylindenols: fixation of conformation leads to exceptional properties of photochromism based on 6π-electrocyclization

Abstract

Thermally irreversible photochromic 1-tert-butyl-substituted 2,3-bisthiazolylindenol has been synthesized. It showed perfect diastereoselectivity and high ring-closing quantum yield with high conversion ratio to the closed form. The collaborative interaction of two intramolecular hydrogen bonds and the steric restriction fixed the conformation in favour of cyclization in a highly diastereoselective manner.

Graphical abstract: Bisarylindenols: fixation of conformation leads to exceptional properties of photochromism based on 6π-electrocyclization

Supplementary files

Article information

Article type
Communication
Submitted
10 Aug 2012
Accepted
06 Sep 2012
First published
07 Sep 2012

Chem. Commun., 2012,48, 11838-11840

Bisarylindenols: fixation of conformation leads to exceptional properties of photochromism based on 6π-electrocyclization

H. Ogawa, K. Takagi, T. Ubukata, A. Okamoto, N. Yonezawa, S. Delbaere and Y. Yokoyama, Chem. Commun., 2012, 48, 11838 DOI: 10.1039/C2CC35793C

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