Diels−Alder Chemistry on Alkene Functionalized Films

A substrate-independent method has been devised for ring formation at solid surfaces. This entails the aminolysis reaction of allylamine with maleic anhydride pulsed plasma polymer films to yield terminal alkene groups at the surface. Subsequent exposure to 1,3-cyclohexadiene leads to a Diels−Alder...

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Bibliographic Details
Published in:Langmuir 2005-02, Vol.21 (4), p.1412-1415
Main Authors: Roucoules, Vincent, Fail, Corinne A, Schofield, Wayne C. E, Teare, Declan O. H, Badyal, Jas Pal S
Format: Article
Language:English
Subjects:
Chemistry
Exact sciences and technology
General and physical chemistry
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Summary:A substrate-independent method has been devised for ring formation at solid surfaces. This entails the aminolysis reaction of allylamine with maleic anhydride pulsed plasma polymer films to yield terminal alkene groups at the surface. Subsequent exposure to 1,3-cyclohexadiene leads to a Diels−Alder type (4 + 2) cycloaddition reaction to give a mixture of endo- and exo-bicyclo[2.2.2]oct-2-ene rings.
ISSN:0743-7463
1520-5827
DOI:10.1021/la0479657