Synthesis, characterization and crystal structures of ( Z)-1-[2-(tri- o-tolylstannyl)vinyl]-1-cyclohexanol and its o-tolylhalostannyl derivatives
Abstract
( Z)-1-[2-(tri- o-tolylstannyl)vinyl]-1-cyclohexanol ( 1) was synthesized by the additive reaction of 1-Ethynylcyclohexanol with tri- o-tolyltin hydride. One or two of the o-tolyl groups of compound ( 1) was substituted by Cl, Br, I to yield derivatives of the type ? [ n=1, X=Cl ( 2), Br ( 3), I ( 4); n=2, X=Br ( 5)]. The compounds ( 1- 5) were characterized by elemental analysis, 1H NMR and FT-IR Spectroscopy. The crystal structures of ( 1) and ( 4) have been determined by single crystal X-ray diffraction analysis. The Sn atom in ( 1) exhibits tetrahedral geometry distorted towards trigonal bipyramid due to a weak intramolecular interaction between Sn and the hydroxyl O atoms [2.764(5) Å], while the Sn atom in ( 4) adopts a trigonal bipyramidal geometry with a significant Sn(1)←O interaction [2.571(4) Å].
- Publication:
-
Journal of Molecular Structure
- Pub Date:
- October 2003
- DOI:
- 10.1016/S0022-2860(03)00552-0
- Bibcode:
- 2003JMoSt.659...89Z