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Issue 97, 2012
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Bisarylindenols: fixation of conformation leads to exceptional properties of photochromism based on 6π-electrocyclization

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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

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Publication details

The article was received on 10 Aug 2012, accepted on 06 Sep 2012 and first published on 07 Sep 2012


Article type: Communication
DOI: 10.1039/C2CC35793C
Citation: Chem. Commun., 2012,48, 11838-11840
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    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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