Macrocycles Containing Tin. Two Syntheses of 1,1,6,6,11,11,16,16-Octaphenyl-1,6,11,16-Tetrastannacycloeicosane and a Synthesis of 1,1,6,6-Tetraphenyl-1,6-Distannacyclodecane

摘要

Synthetic techniques and methods for analysis and purification of macrocycles containing tin atoms are exemplified by the title syntheses. Highlights of the syntheses include a highly selective conversion of 1,4-bis-(triphenylstannyl)butane to 1,4-bis-(bromodiphenylstannyl)butane and a two component macrocyclization which proceeds in 43% yield to give the 20-membered ring product. Analytical HPLC and preparative chromatography methods for characterization and purification of the macrocycles and their synthetic intermediates and analogs are described. Other syntheses which show the generality of the methods are discussed. (Author)