Reaction optimization and mechanism in maleimide [5 + 2] photocycloaddition: A dual approach using tunable UV lasers and time-dependent DFT

David M E Davies, Craig Murray, Malcolm Berry, Andrew J. Orr-Ewing*, Kevin I. Booker-Milburn

*Corresponding author for this work

Research output: Contribution to journalArticle (Academic Journal)peer-review

32 Citations (Scopus)

Abstract

(Chemical Equation Presented) An in-depth study of the intramolecular [5 + 2] photocycloaddition of maleimides using tunable UV lasers has demonstrated that the peak in quantum yield and rate both occur at wavelengths some 50 nm red shifted from the maxima observed in the UV spectra. A detailed explanation for these findings using time-dependent DFT calculations is presented, and the implications for a previously adopted mechanism are discussed. © 2007 American Chemical Society.

Original languageEnglish
Pages (from-to)1449-1457
Number of pages9
JournalJournal of Organic Chemistry
Volume72
Issue number4
DOIs
Publication statusPublished - 16 Feb 2007

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