Title

Photo Retro-Diels-Alder Reactions

Abstract

Photo-retro-Diels-Alder (PrDA) reactions of a variety of Diels-Alder (DA) adducts were studied. Experimental results showed that the photoreactivity (quantum yield) depends on the electron-donating ability of the diene component and the electron-withdrawing ability of the dienophile component. The mechanism was studied by trapping the reaction intermediate, O2 quenching, time-resolved absorption, and fluorescence spectroscopy. All the results support a mechanism that involves a charge-separated intermediate generated from a singlet excited state. The PrDA reaction may find applications in photoresponsive materials, photolithography, drug delivery, and mechanistic research. © 2011 American Chemical Society.

Publication Date

7-21-2011

Publication Title

Journal of Physical Chemistry A

Volume

115

Issue

28

Number of Pages

8093-8099

Document Type

Article

Personal Identifier

scopus

DOI Link

https://doi.org/10.1021/jp202063m

Socpus ID

79960362160 (Scopus)

Source API URL

https://api.elsevier.com/content/abstract/scopus_id/79960362160

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