Alternative synthesis and structures of C-monoacetylenic phosphaalkenes

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Abstract

An alternative synthesis of C-monoacetylenic phosphaalkenes trans-Mes*P=C(Me)(C≡CR) (Mes* = 2, 4, 6- tBu 3Ph, R = Ph, SiMe 3) from C-bromophosphaalkenes cis-Mes*P=C(Me)Br using standard Sonogashira coupling conditions is described. Crystallographic studies confirm cis-trans isomerization of the P=C double bond during Pd-catalyzed cross coupling, leading exclusively to trans-acetylenic phosphaalkenes. Crystallographic studies of all synthesized compounds reveal the extend of π-conjugation over the acetylene and P=C π-systems. Copyright © 2012 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim.

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Orthaber, A., Öberg, E., Jane, R. T., & Ott, S. (2012). Alternative synthesis and structures of C-monoacetylenic phosphaalkenes. Zeitschrift Fur Anorganische Und Allgemeine Chemie, 638(14), 2219–2224. https://doi.org/10.1002/zaac.201200324

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