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TitleSynthesis, properties, and multinuclear (1H, 13C, 77Se) magnetic resonance studies of the hybrid selenide ligands o-C6H4(SeMe)Y (Y = NMe2, PMe2, AsMe2, SbMe2, OMe, and SMe)
Publication TypeJournal Article
Year of Publication1987
AuthorsHope, E.G., Kemmitt T., and Levason W.
JournalJournal of the Chemical Society, Perkin Transactions 2
Pagination487 - 490
Date Published1987
ISSN1472779X (ISSN)
AbstractThe reaction of o-bromophenyl methyl selenide with lithium dimethyl-phosphide, -arsenide, and -antimonide gave the seleno-phosphine o-C6H4(SeMe) PMe2(2), -arsine o-C 6H4(SeMe)AsMe2 (3), and -stibine o-C 6H4(SeMe)SbMe2 (4) respectively. The seleno-amine o-C6H4(SeMe)(NMe2) (7), -ether o-C6H4(SeMe)OMe (5), and -sulphide o-C6H 4(SeMe)SMe (6) were obtained from methaneselenenyl bromide and RMgBr [R = o-C6H4(OMe), o-C6H4(NMe 2)] or o-C6H4(SMe)Li. The bis-selenide o-C 6H4(SeMe)2 (8) is conveniently prepared from the polymeric selenide -(o-SeC6H4Se)n, NaO 2SCH2OH, and MeI. The o-substituted selenides have been characterised by mass spectrometry, 1H, 13C, and 77Se n.m.r. spectroscopy, and for compounds (2), (3), (4), and (8) by the preparation of quaternary derivatives. The trends in the 77Se n.m.r. chemical shifts and coupling constants are discussed.

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