Photo Retro-Diels-Alder Reactions

    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

    Language

    English

    First Page

    8093

    Last Page

    8099

    WOS Identifier

    WOS:000292893500005

    ISSN

    1089-5639

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