Synthesis, characterization and biological activity of (Z)-1-[2-(triarylstannyl)viny]-1-cyclopentanol and their arylhalostannyl derivatives

The synthesis and characterization by elemental analysis, IR and H-1 NMR of (Z)-1-[2-(triphenylstannyl)vinyl]-1-cyclopentanol,CH2(CH2)(3) C(OH)CH=CHSnPh3 (1) and (Z)-1-[2-(tri-p-toyl-stannyl) vinyl]-1-cyclopentanol, CH2(CH2)(3)C(OH)CH=CHSn(p-toly)(3) (2) are described, together with their halodemetallation by I-2, Br-2 and ICl to yield derivatives of the types CH2(CH2)(3)C(OH)CH=CHSnAr3-nXn (Ar=phenyl or p-tolyl; n=1, 2; X=I, Br, Cl). The solid-state structures of two compounds have been determined by X-ray diffraction analysis. In the crystal of CH2(CH2)(3)C(OH)CH=CHSnph, (1) the Sn atom has a distorted tetrahedral geometry but intramolecular contact with the hydroxyl O atom has not been found. A trigonal bipyramidal geometry is found in CH2(CH2)(3)CC(OH)CH=CH SnphBr(2)(11), in which OSn-interaction is noted [2.446(8) Angstrom] The biological activity of the title complexes is also investigated. (C) 1998 Elsevier Science Ltd. All rights reserved.