The reaction of hydrogallium(III) dichloride (HGaCl2) with olefines, acetylenes, and α,β-unsaturated ketones

Joji Ohshita, Hubert Schmidbaur

Research output: Contribution to journalArticlepeer-review

30 Scopus citations

Abstract

The reaction of HGaCl2 with 1-octene yields 1-octylgallium(III) dichloride in 77% yield, but with 2-octene a 2:1 mixture of 2- and 3-octylgallium dichloride(III) is obtained in 88% yield, and the reaction of E-stilbene gives an even more complex mixture. Hydrogallation of 1,4-diphenylbutadiene with HGaCl2 followed by hydrolysis yields 1,4-diphenylbutane in 53% yield. The reactions of diphenylacetylene and 4-octyne under the same conditions give E-stilbene and E-4-octene in 76% and 63% yield, respectively, while 1-octyne undergoes polymerization. 2-Benzoylstyrene (calcone) reacts with HGaCl2 to give, as the main product, a compound arising from 1,4-addition of the HGa bond across the enone system, together with a double hydrogallation product.

Original languageEnglish
Pages (from-to)7-12
Number of pages6
JournalJournal of Organometallic Chemistry
Volume453
Issue number1
DOIs
StatePublished - 29 Jun 1993
Externally publishedYes

Fingerprint

Dive into the research topics of 'The reaction of hydrogallium(III) dichloride (HGaCl2) with olefines, acetylenes, and α,β-unsaturated ketones'. Together they form a unique fingerprint.

Cite this