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THEORETICAL MODELING OF ELECTROCYCLIC 2Н-PYRAN AND 2Н-1,4-OXAZINE RING OPENING REACTIONS IN PHOTO- AND THERMOCHROMIC SPIROPYRANS AND SPIROOXAZINES

Игорь В. Дороган, Владимир И. Минкин
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Abstract


The detailed mechanism of thermal ring opening reactions of 2H-pyran and 2Н-1,4-oxazine systems in a broad range of spiropyran and spiro-1,4-oxazine derivatives was studied by density functional method calculations (PBE0/6-311+G(d,p)). The study revealed mechanistic features and the dependence of activation parameters of this electrocyclic reaction on the steric and electronic properties of spirofused rings in the studied compounds.

Authors: Igor V. Dorogan*, Vladimir I. Minkin


Keywords


spirooxazines; spiropyrans; DFT calculations; electrocyclic reaction; photochromism; thermochromism

Full Text: PDF (Russian) Supplementary File(s): Supporting information (463KB)


 

 

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