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- Title
Photochromic and thermochromic spiranes 33. Synthesis of a new indolinonaphthoxazino- bisspiropyran and investigation of its photochromic characteristics.
- Authors
Mukhanov, E. L.; Alekseenko, Yu. S.; Dorogan, I. V.; Tkachev, V. V.; Lukyanov, B. S.; Aldoshin, S. M.; Bezuglyi, S. O.; Minkin, V. I.; Utenyshev, A. N.; Ryashchin, O. N.
- Abstract
A new unsymmetrical bisspiropyran was synthesized on the basis of 2,4-dihydroxyisophthalic aldehyde with naphthoxazinone and indoline fragments in the structure. The structure of the obtained compound was proved by the data from 1H NMR and IR spectroscopy and X-ray crystallographic analysis. The photochromic characteristics of the obtained compound were investigated. It was established by means of the data from B3LYP/6-31G** quantum-chemical calculations that irradiation of a solution of the obtained biphotochrome with unfiltered light leads to opening of both pyran fragments. This is the first corroborated example of the twofold cleavage of Cspiro–O bonds for compounds of this class.
- Subjects
PYRAN; ALDEHYDES; SPECTRUM analysis; CRYSTALLOGRAPHY; HETEROCYCLIC compounds
- Publication
Chemistry of Heterocyclic Compounds, 2010, Vol 46, Issue 3, p279
- ISSN
0009-3122
- Publication type
Article
- DOI
10.1007/s10593-010-0503-4