title: 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.
authors.affiliation: Graduate School of Engineering, Yokohama National University, Tokiwadai, Hodogaya, Yokohama 240-8501, Japan.
authors.forename: Hatsune
authors.initials: H
authors.lastname: Ogawa
authors.forename: Kazuya
authors.initials: K
authors.lastname: Takagi
authors.forename: Takashi
authors.initials: T
authors.lastname: Ubukata
authors.forename: Akiko
authors.initials: A
authors.lastname: Okamoto
authors.forename: Noriyuki
authors.initials: N
authors.lastname: Yonezawa
authors.forename: Stephanie
authors.initials: S
authors.lastname: Delbaere
authors.forename: Yasushi
authors.initials: Y
authors.lastname: Yokoyama
mesh_terms: D003500:Cyclization; D007192:Indenes / Q000138:chemical synthesis* / Q000737:chemistry; D008968:Molecular Conformation; D055668:Photochemical Processes; D013237:Stereoisomerism
chemical_list: D007192:Indenes