Synthesis of an alkene functionalised thiamacrocycle,2,11-divinyl-1,4,7,10,13,16-hexathiacyclooctadeca-2,11-diene

摘要

Base-catalysed rearrangement of l,4,7-trithiacycloundec-9-yne affords 2,ll-Divinyl-l,4,7,10,13,16-hexathiacyclooctadeca-2,11-diene characterised by NMR spectroscopy and X-ray crystallography.The 18-membered macrocycle has six of the 12 C-S bonds in gauche configurations.During the past 20 years,extensive studies have been undertaken concerning the synthesis and coordination chemistry of cyclic thioethers.Generally it has been observed that this class of ligand forms an extensive range of transition metal complexes,in contrast to crown ethers that bind preferentially to harder Group 1 and 2 cations.In particular 1,4,7,10,13,16-hexathia-cyclooctadecane(18S6)and especially 1,4,7-trithiacyclo-nonane(9S3)have been shown to form stable complexes with a large range of metals.