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Alternative Synthesis and Structures of C-monoacetylenic Phosphaalkenes
Uppsala University, Disciplinary Domain of Science and Technology, Chemistry, Department of Chemistry - Ångström, Molecular Biomimetics.
Uppsala University, Disciplinary Domain of Science and Technology, Chemistry, Department of Chemistry - Ångström, Molecular Biomimetics.
Uppsala University, Disciplinary Domain of Science and Technology, Chemistry, Department of Chemistry - Ångström, Molecular Biomimetics.
Uppsala University, Disciplinary Domain of Science and Technology, Chemistry, Department of Chemistry - Ångström, Molecular Biomimetics.
2012 (English)In: Zeitschrift für Anorganische und Allgemeines Chemie, ISSN 0044-2313, E-ISSN 1521-3749, Vol. 638, no 14, 2219-2224 p.Article in journal (Refereed) Published
Abstract [en]

An alternative synthesis of C-monoacetylenic phosphaalkenes trans-Mes*P=C(Me)(C=CR) (Mes* = 2,4,6-(Bu3Ph)-Bu-t, R = Ph, SiMe3) 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 pi-conjugation over the acetylene and P=C pi-systems.

Place, publisher, year, edition, pages
2012. Vol. 638, no 14, 2219-2224 p.
Keyword [en]
Phosphaalkenes, Sonogashira coupling, Hay coupling, X-ray crystallography
National Category
Chemical Sciences
Identifiers
URN: urn:nbn:se:uu:diva-190349DOI: 10.1002/zaac.201200324ISI: 000310979300009OAI: oai:DiVA.org:uu-190349DiVA: diva2:585176
Available from: 2013-01-09 Created: 2013-01-07 Last updated: 2017-12-06Bibliographically approved

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Orthaber, AndreasÖberg, ElisabetReuben T., JaneOtt, Sascha

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