618444-60-3Relevant academic research and scientific papers
Synthesis and characterization of (Z)-1-[2-(tribenzylstannyl)vinyl]-1-cycloheptanol and its benzylhalostannyl derivatives
Ren, Yujie,Jia, Cuiying,Liang, Peng,Yang, Xuefeng,Chen, Huilin
, p. 1115 - 1123 (2003)
1-Ethynyl-1-cycloheptanol reacts with tribenzylstannylhydride, (C6H5CH2)3SnH, and generates the corresponding (Z)-1-[2-(tribenzylstannyl)vinyl]-1-cycloheptanol. The product obtained reacts with one or two equivalents of halogen (I2, Br2 or ICl) to form the associated (Z)-1-[2-(dibenzylhalostannyl)vinyl]-1-cycloheptanol or (Z)-1-[2-(benzyldihalostannyl)-vinyl]-1-cycloheptanol, respectively. All compounds were characterized by elemental analyses, IR, 1H NMR. The X-ray diffraction analysis of (Z)-1-[2-(tribenzylstannyl)vinyl]-1-cycloheptanol shows the presence of an 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. This may explain that a benzyl group, probably the apical one, is cleaved more easily by halogen than the vinyl substituent.
