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(Z)-1-[2-(Triarylstannyl)vinyl]-1-cycloheptanols: Synthesis, characterization, halodemetallation and crystal structures
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
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

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].
Keywords:Tim   Crystal structure   NMR
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