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Synlett 1997; 1997(12): 1450-1452
DOI: 10.1055/s-1997-1070
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Synthesis and Application of New Phenyl-Functionalized Zeolites as Protection Against Radical Bromination at the Benzylic Position

Akichika Itoh, Yukio Masaki*
  • *Gifu Pharmaceutical University, 5-6-1 Mitahora-higashi, Gifu 502, Japan, email: masaki@gifu-pu.ac.jp
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Publication History

Publication Date:
31 December 2000 (online)

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New zeolites functionalized with phenyl group have been synthesized from phenyltriethoxysilane and/or tetraethylorthosilicate with dodecylamine as a template at room temperature. These zeolites have proved to have an ability to protect the benzylic position against radical bromination. 4-Chloromethylstyrene was brominated at the double bond selectively and the benzylic position was intact under irradiation with visible light in the presence of phenyl-functionalized zeolites, although without the zeolite, the both sites were brominated.

phenyl-functionalized - zeolite - protection - bromination - benzylic position

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