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Synthesis, X-ray diffraction analysis and NMR studies of (Z)-2-methyl-3-triphenylstannyl-3-pentene-2-ol
Authors:Rudolph Willem, Ann Delmotte, Inge De Borger, Monique Biesemans, Marcel Gielen,Fran  ois Kayser, Edward R. T. Tiekink
Affiliation:

a Department of General and Organic Chemistry of the Faculty of Engineering, Free University of Brussels (VUB), Pleinlaan 2, B-1050 Brussels Belgium

b High Resolution NMR Centre, Free University of Brussels (VUB), Pleinlaan 2, B-1050 Brussels Belgium

The University of Adelaide, Department of Chemistry, Adelaide, South Australia 5005 Australia

Abstract:The synthesis of (Z)-2-methyl-3-triphenylstannyl-3-pentene-2-ol and its characterization by an X-ray diffraction study and multinuclear NMR are reported. The tin atom exhibits a distorted tetrahedral SnC4 geometry with the four Sn---C bond distances experimentally equivalent. The slight distortion from the ideal tetrahedral geometry is because of the presence of a weak intramolecular HO → Sn interaction of 3.012(3) Å which produces a loose four-membered ring. The title compound was characterized in solution by 1H, 13C and 119Sn NMR, and the persistence of the weak intramolecular HO → Sn coordination in solution was revealed by 13C and 119Sn secondary isotope multiplet of partially labelled entities (SIMPLE-NMR) experiments.
Keywords:Tin   Crystal structure   Mössbauer spectroscopy   Nuclear magnetic resonance
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