Bimolecular reactions of tetrakis(trialkylsilyl)disilenes with various reagents

Takeaki Iwamoto, Hideki Sakurai, Mitsuo Kira

Research output: Contribution to journalArticlepeer-review

44 Citations (Scopus)

Abstract

Versatile reaction modes of tetrasilyldisilenes with various reagents have been disclosed. Typically, tetrakis(t-butyl-dimethylsilyl)disilene 1b reacts with 1-alkenes and a 1-alkyne having allylic hydrogens to afford the corresponding eneaddition products, while a reaction of 1b with styrene gives the [2+2] cycloaddition product. In contrast to tetra-t-butyldisilene and tetramesityldisilene, a reaction of 1b with a 1,3-butadiene gives quantitatively the [4+2] cycloaddition product. In accord with the biradical nature of disilene as predicted theoretically, tetrasilyldisilene 1b reacts with haloalkanes to provide the corresponding 2,3-dichlorotetrasilane or 2- alkyl-3-chlorotetrasilane probably via radical mechanisms. Facile nucleophilic additions of water, methanol, and methyllithium to 1b are indicative of the high electrophilicity of 1b.

Original languageEnglish
Pages (from-to)2741-2747
Number of pages7
JournalBulletin of the Chemical Society of Japan
Volume71
Issue number12
DOIs
Publication statusPublished - 1998 Dec 1

ASJC Scopus subject areas

  • Chemistry(all)

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