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Neue Reagenzien, XXV. [(Diphenylstibino)methyl]lithium und -kupfer(I); Synthese und präparative Anwendungen

✍ Scribed by Kauffmann, Thomas ;Joußen, Rolf ;Klas, Norbert ;Vahrenhorst, Annemarie


Publisher
Wiley (John Wiley & Sons)
Year
1983
Tongue
English
Weight
315 KB
Volume
116
Category
Article
ISSN
0009-2940

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✦ Synopsis


Eingegangen am 5 . Mai 1982 [(Diphenylstibino)methyl]lithium (1 b), quantitativ durch Organoelement-Lithium-Austausch aus Bis(dipheny1stibino)methan (la) erhaltlich, reagiert mit Aldehyden und Ketonen zu (P-Hydroxy-alky1)diphenylstibanen (2) (39 -82%), die auf diese Weise gut zuganglich sind. [(Diphenylstibino)methyl]kupfer(I) (9, quantitativ durch Transmetallierung aus 1 b erhaltlich, reagiert mit Alkyliodiden zu Alkyldiphenylstibanen (3) (45 -80 070). Die Synthese von (Diphenylphosphin0)-(4a) und (Diphenylarsino)(diphenylstibino)methan (4b) aus 1 b gelang nur in unbefriedigender Ausbeute (20 -23 Yo). New Reagents, XXV') [(Diphenylstibino)methyl]lithium and -copper(I); Synthesis and Preparative Applications [(Diphenylstibino)methyl]lithium (lb), quantitatively obtained by organoelement-lithium exchange from bis(dipheny1stibino)methane (1 a), reacts with aldehydes and ketones to give (P-hy-droxyalky1)diphenylstibanes (2) (39 -82 9'0). These compounds are now well accessible. [(Diphenylstibino)methyl]copper(I) (5), quantitatively obtained by transmetalation from 1 b, reacts with alkyl iodides to give alkyldiphenylstibanes (3) (45 -80 070). (Diphenylphosphin0)-(4a) and (diphenylarsino)(diphenylstibino)methane (4b) were obtained from 1 b in unsatisfactory yields only.


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