Synthesis, structure, and properties of derivatives of 1,1,2,2-tetrahaloid-1,2-digermacyclobut-3-enes -the first examples of a new class of heterocycles

Abstract

1. The reaction of dichloro- and diiodogermulenes with 2,2,6,6-tetramethyl-4-thiacyclo-heptyne gave 80–85% yields of the Δ−1.7-2,2,6,6-tetramethyl-8,8,9,9-tetrachloro- and Δ−1.7-2,2, 6,6-tetramethyl-8,8,9,9-tetraiodo-4-thia-8,9-digermabicyclo[5.2.0]nonenes, which are the first examples of a new class of heterocyclic compounds- the 1,2-digermacyclobut-3-enes. 2. The 1,1,2,2-tetrachloro(iodo)-1,2-digermacyclobut-3-enes obtained are thermally stable to 200–230°C they do not react with O2 MeOH, or HClAgF. They react comparatively readily with sulfur (with the formation of the corresponding 1-thia-2,5-digermacyclopent-3-enes) and SbCl5 (giving Δ−1.7-2,2,6,6-tetramethyl-9-oxa-4-thia-8,8,10,10-tetrachloro-8,10-digermabicyclo[5.3.0]decene after partial hydrolysis).