Bromination of naphthalene and derivatives: High temperature bromination XI

Thermal and photobromination of naphthalene and derivatives have been studied. Several hexabromo- ( 12, 13, 16 and 17), and tetrabromotetralin derivatives ( 23, 24, and 25) have been obtained as the major products, besides bromonaphthalene derivatives. Base-promoted elimination reactions of 12, 13,...

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Bibliographic Details
Published in:Tetrahedron 1999-10, Vol.55 (44), p.12853-12864
Main Authors: Daştan, Arif, Nawaz Tahir, M., Ülkü, Dinçer, Balci, Metin
Format: Article
Language:English
Subjects:
Bromination
Naphthalene
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Summary:Thermal and photobromination of naphthalene and derivatives have been studied. Several hexabromo- ( 12, 13, 16 and 17), and tetrabromotetralin derivatives ( 23, 24, and 25) have been obtained as the major products, besides bromonaphthalene derivatives. Base-promoted elimination reactions of 12, 13, 16 and 17 provided di- ( 8) tri- ( 10) and tetrabromo-naphthalenes ( 22). A convenient method was developed for the synthesis of 1,3-dibromonaphthalene ( 26) starting from ( 24). The structures of these products were determined by 1H-, 13C-NMR data and X-ray structural analysis. Thermal and photobromination of naphthalene and derivatives have been studied. Several hexabromo- and tetrabromotetralin derivatives have been obtained as the major products, besides bromonaphthalene derivatives.
ISSN:0040-4020
1464-5416
DOI:10.1016/S0040-4020(99)00758-9