Title

Photo Retro-Diels-Alder Reactions

Authors

Authors

V. K. Johns; Z. Shi; W. Dang; M. D. McInnis; Y. X. Weng;Y. Liao

Comments

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Abbreviated Journal Title

J. Phys. Chem. A

Keywords

THIN-FILM TRANSISTORS; PENTACENE PRECURSOR; ANTHRACENE; DERIVATIVES; CYCLOREVERSION; POLYACETYLENE; DIENOPHILES; ROUTE; Chemistry, Physical; Physics, Atomic, Molecular & Chemical

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 cliene component and the electron-withdrawing ability of the dienophile component. The mechanism was studied by trapping the reaction intermediate, O(2) 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.

Journal Title

Journal of Physical Chemistry A

Volume

115

Issue/Number

28

Publication Date

1-1-2011

Document Type

Article

DOI Link

http://dx.doi.org/10.1021/jp202063m

Language

English

First Page

8093

Last Page

8099

WOS Identifier

WOS:000292893500005

ISSN

1089-5639

Recommended Citation

"Photo Retro-Diels-Alder Reactions" (2011). Faculty Bibliography 2010s. 1440.
https://stars.library.ucf.edu/facultybib2010/1440