Abstract
In addition to methyl substituent effects on the reactivities of the vibrationally unrelaxed excited singlet statt of 1-benzyloxy-2-pyridone (1), deuterium isotope effects on the reaction efficiencies of (1) and its methyl derivatives are discussed on the basis of their major ground-state conformations, as analysed by 1H NMR spectroscopy. It is suggested that intramolecular hydrogen abstraction of the benzylic hydrogen by the amido carbonyl oxygen in (1) competes with N–O bond cleavage in polar solvents. Effects exerted by both a methyl group and a non-polar solvent are manifested by the predominant N–O bond cleavage in the vibrationally ‘hot’ excited singlet state.
Sign-in/Register to access full text options 
Talk to us
Join us for a 30 min session where you can share your feedback and ask us any queries you have
Schedule a callMore From: Journal of the Chemical Society, Perkin Transactions 2
Disclaimer: All third-party content on this website/platform is and will remain the property of their respective owners and is provided on "as is" basis without any warranties, express or implied. Use of third-party content does not indicate any affiliation, sponsorship with or endorsement by them. Any references to third-party content is to identify the corresponding services and shall be considered fair use under The CopyrightLaw.
