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A new approach to β-functional phospholes. Application to the synthesis of a β-CH2CH2-bridged diphosphole disulphide by Bernard Deschamps; François-Xavier Buzin; Adina Avarvari; François Nief; François Mathey is a Chemistry article available to read on EtoBox.

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Protection of both the dienic system and the lone pair of phosphorus of 1-phenyl-3,4-dimethylphosphole by complexation with iron carbonyl groups allow the regiospecific deprotonation of one b-methyl substituent by lithium diisopropylamide (LDA). The resulting anion exhibits versatile reactivity towards various electrophiles and can even undergo oxidative coupling with CuCl 2 , thus providing an entry into the unprecedented b -b%-bridged biphosphole system. Finally, the protecting iron carbonyl moieties can be cleanly removed in a two-step procedure involving reaction with sulphur and cerium ammonium nitrate (CAN).

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Author

Bernard Deschamps; François-Xavier Buzin; Adina Avarvari; François Nief; François Mathey

Publisher

Elsevier Science; Elsevier ; Elsevier BV (ISSN 0022-328X)

Published

2001

Language

EN

Field

Chemistry (Physical Sciences)