R. Bohlen, J. Heine, W. Kuhn
Jun 1, 1986
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Journal
Phosphorus Sulfur and Silicon and The Related Elements
Abstract
Abstract 2-Chloro-1,3,2-dioxaphospholane 1 reacted with ammonium perfluoropinacolate 2 to give the stable tetraoxa(hydro)spirophosphorane 3, which upon u.v. irradiation in the presence of dimethyldisulfide yielded the methylthio derivative 8. Compound 8 was available also from 2-methylthio-1,3,2-dioxaphospholane 7 and hexafluoroacetone whereas 2-methoxy-1,3,2-dioxaphospholane 4 furnished a 1 : 1 mixture of the 1,3,2λ5 and 1,3,4λ5-dioxaphospholane, 5 and 6. Bis(trimethylsilyl)ethyleneglycolether 11 and 2,2-difluor-2-methylthio-4,4,5,5-tetrakis(trifluoromethyl)-1,3,2λ5-dioxaphospholane 9 did not form 8. The 1H NMR spectrum of 3 was analyzed as an AA'BB'X spin system. A 19F-19 F homocorrelated 2 D spectrum indicated a 2-CF3 … 5-F3C coupling interaction, probably via a non-bond mechanism.