Theoretical study of photochromism of N-salicylidene-alpha-methylbenzylamine

Download
  1. Get@NRC: Theoretical study of photochromism of N-salicylidene-alpha-methylbenzylamine (Opens in a new window)
DOIResolve DOI: http://doi.org/10.1063/1.1411999
AuthorSearch for:
TypeArticle
Journal titleThe Journal Of Chemical Physics
Volume115
Issue18
Pages83518358; # of pages: 8
Subjectcoupled cluster calculations; density functional theory; HF calculations; isomerism; organic compounds; photochromism
AbstractIt is shown that the direct precursor for the formation of a photochrome in Schiff bases is a "twisted" geometry S1 state of a keto tautomer in which the O[centered ellipsis]N�H hydrogen bond is broken. In photochromic Schiff bases this state is close in energy to the pipi* state of the cis-ketone obtained from the initially optically excited enol species by an ultrafast excited-state proton transfer, in particular, in N-salicylidene-alpha-methylbenzylamine (SMB), it lies within 1 kcal/mol from the pipi* state of cis-ketone and ~16 kcal/mol below the initial pipi* state of enol. The excited-state proton transfer in SMB is predicted to take ~15 fs and to be nearly barrierless. It is also shown that the initial pipi* state of enol can decay via competing route to a twisted geometry nNpi* state of enol with the energy ~20 kcal/mol below that state.
Publication date
LanguageEnglish
AffiliationNational Research Council Canada; NRC Steacie Institute for Molecular Sciences
Peer reviewedYes
NPARC number12339026
Export citationExport as RIS
Report a correctionReport a correction
Record identifier67dc023d-b8a3-4947-a142-34bb98ec8f6f
Record created2009-09-11
Record modified2017-03-23
Bookmark and share
  • Share this page with Facebook (Opens in a new window)
  • Share this page with Twitter (Opens in a new window)
  • Share this page with Google+ (Opens in a new window)
  • Share this page with Delicious (Opens in a new window)
Date modified: