(Z)-1-[2-(Triarylstannyl)vinyl]-1-cycloheptanols: Synthesis, characterization, halodemetallation and crystal structures |
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Authors: | Fangzin Fu, Hongyu Li, Dongsheng Zhu, Qunxin Fang, Huade Pan, Edward R. T. Tiekink, Fran ois Kayser, Monique Biesemans, Ingrid Verbruggen, Rudolph Willem,Marcel Gielen |
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Affiliation: | a Chemistry Department, Northeast University, Changchun, 130024, China b High Resolution NMR Centre, Free University of Brussels, Room 8G508, Pleinlaan 2, B-1050, Brussels, Belgium c Faculty of Applied Sciences, General and Organic Chemistry Unit, Free University of Brussels, Pleinlaan 2, B-1050, Brussels, Belgium d Department of Chemistry, The University of Adelaide, Adelaide, South Australia 5005, Australia |
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Abstract: | The synthesis and characterization by 1H, 13C, 119Sn NMR and 119Sn Mössbauer spectroscopy of (Z)-1-[2-(triphenylstannyl)vinyl]-1-cycloheptanol, (1), and (Z)-1-[2-tri-p-tolylstannyl)vinyl-1-cycloheptanol, (2), are described, together with their halodemetallation by I2, Br2 and ICIl to yield derivatives of the types (Ar = phenyl or p-tolyl, N = 1, 2; X = I, Br, Cl, respectively). The solid-state structures of four compounds have been determined by X-ray diffraction analysis. In the crystals of (1) and (2) the Sn atom has a tetrahedral geometry distorted towards trigonal bipyramid as a consequence of a close intramolecular contact with the hydroxyl O(1) atom of 2.742(3) Å and 2.768(3) Å, respectively. A trigonal bipyramidal geometry is found in (12) and (4), in which significant Sn---O(1) interactions are noted [2.437(8) Å and 2.407(8) Å, respectively]. |
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Keywords: | Tim Crystal structure NMR |
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