Issue 18, 1975

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

Abstract

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·[graphic omitted]i·CH2·[graphic omitted]i·OEt in high yield.

Article information

Article type
Paper

J. Chem. Soc., Dalton Trans., 1975, 1837-1842

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

A. M. Devine, R. N. Haszeldine and A. E. Tipping, J. Chem. Soc., Dalton Trans., 1975, 1837 DOI: 10.1039/DT9750001837

To request permission to reproduce material from this article, please go to the Copyright Clearance Center request page.

If you are an author contributing to an RSC publication, you do not need to request permission provided correct acknowledgement is given.

If you are the author of this article, you do not need to request permission to reproduce figures and diagrams provided correct acknowledgement is given. If you want to reproduce the whole article in a third-party publication (excluding your thesis/dissertation for which permission is not required) please go to the Copyright Clearance Center request page.

Read more about how to correctly acknowledge RSC content.

Spotlight

Advertisements