Unusually long lifetimes of the singlet nitrenes derived from 4-azido-2,3,5,6-tetrafluorobenzamides

Andrzej Marcinek, Matthew S. Platz, Stephen Y. Chan, Rey Floresca, Krishnan Rajagopalan, Miroslaw Golinski, David Watt

Research output: Contribution to journalArticlepeer-review

50 Scopus citations

Abstract

Laser flash photolysis (308 nm, 20 ns, 150 mJ) of 4-azido-2,3,5,6-tetrafluorobenzamides, esters, and thioesters generates singlet nitrenes which can be intercepted with pyridine to produce strongly absorbing ylides. It was possible to resolve the rate of formation of the ylides as a function of pyridine concentration. This has led to direct measurements of the absolute rate constants of (a) the reaction of the nitrene with pyridine, (b) ring expansion of the nitrene to a ketenimine, and (c) singlet to triplet nitrene intersystem crossing.

Original languageEnglish
Pages (from-to)412-419
Number of pages8
JournalJournal of Physical Chemistry
Volume98
Issue number2
DOIs
StatePublished - 1994

ASJC Scopus subject areas

  • Engineering (all)
  • Physical and Theoretical Chemistry

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