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Organosilicon chemistry. Part XX. Further reactions of 1,1,3,3-tetra-methyl-, 1,3-dimethyl-1,3-diphenyl-, and 1,1,3,3-tetraphenyl-1,3-disilacyclobutane

DOI: 10.1039/DT9750001837

Source and publish data:

Journal of the Chemical Society, Dalton Transactions p. 1837 - 1842 (1975)

Update date:2022-08-05

Topics:

Authors:

Devine, Anthony M.Devine, Anthony M.

Haszeldine, Robert N.Haszeldine, Robert N.

Tipping, Anthony E.Tipping, Anthony E.

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Article abstract of DOI:10.1039/DT9750001837

1,1,3,3-Tetramethyl-1,3-disilacyclobutane, (I), reacts with iodine monochloride or sodium benzenethiolate in benzenethiol to give reasonable yields of ring-opened 1:1 adducts, while reaction with bromobis(trifluoromethyl)-amine affords a mixture of perfluoro-2-azapropene and 1-bromo-4-fluoro-2,2,4-trimethyl-2,4-disilapentane via decomposition of the initially formed 1:1 adduct. 1,3-Dimethyl-1,3-diphenyl-1,3-disilacyclobutane, (II), reacts similarly with sodium benzenethiolate in benzenethiol and the bromoamine, but reaction with iodine mono-chloride affords mainly polymeric material. The reaction of sulphur trioxide with compound (II) results in insertion into a ring Si-CH2 bond and a Si-Ph bond in the ratio 9:90, while reaction with 1,1,3,3-tetraphenyl-1,3-disila-cyclobutane, (III), gives the Si-Ph insertion product exclusively. Both the phenyl-substituted disilacyclobutanes react with mercury(II) acetate in ethanol to give ring-opened products of the type AcO·Hg·CH2·Si·CH 2·Si·OEt in high yield.

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