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Original Articles

(Z)‐1‐[2‐(Tribenzylstannyl)vinyl]‐1‐cyclooctanol: Synthesis, Characterization, Halodebenzylation, and Crystal Structure

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Pages 565-572 | Received 24 Feb 2003, Accepted 03 Dec 2003, Published online: 16 Nov 2010
 

Abstract

The synthesis and properties of (Z)‐1‐[2‐(tribenzylstannyl)vinyl]‐1‐cyclooctanol (1) are described. Compound (1) crystallizes from alcohol in the monoclinic space group P2 1 /c with unit‐cell dimensions a = 9.348(1) Å, b = 26.143(1) Å, c = 10.705(1) Å, β = 95.09(1)°, V = 2605.9(1) Å3, Z = 4, D c = 1.390 g cm−3, μ = 10 cm−1, final R = 0.033 for 3165 observed reflection (|F|2 ≥ 8σ|F|2). The x‐ray diffraction analysis of this compound shows intramolecular coordination of oxygen to the tin atom giving rise to a five‐membered ring in which the metal exhibits a distorted trigonal bipyramidal geometry. Compound (1) by halodebenzylation by Br2 or ICl forms the corresponding (Z)‐1‐[2‐(dibenzylhalostannyl)vinyl]‐1‐cyclooctanol or (Z)‐1‐[2‐(benzyldi‐halostannyl)vinyl]‐1‐cyclooctanol, respectively. All compounds were characterized by elemental analyses, IR, 1H NMR.

Acknowledgment

This project was supported by Dalian University of Technology Innovate Foundation.

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