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

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