Platinum-catalyzed reactions of 3,4-bis(dimethylsilyl)- and 2,3,4,5-tetrakis(dimethylsilyl)thiophene with alkynes and alkenes

Publication date: Available online 19 October 2018Source: Journal of Organometallic ChemistryAuthor(s): Akinobu Naka, Takashi Mihara, Mitsuo IshikawaAbstractThe reactions of 3,4-bis(dimethylsilyl)thiophene (1) and 2,3,4,5-tetrakis(dimethylsilyl)thiophene (17) with alkynes and alkenes have been reported. The reactions of 1 with alkynes such as diphenylacetylene, 3-hexyne, phenyltrimethylsilylacetylene, and trimethylsilylacetylene, in the presence of a catalytic amount of tetrakis(triphenylphosphine)platinum(0) at 80 °C gave the [1,4]disilino[2,3-c]thiophene derivatives. With alkenes under the same conditions, 1 afforded the five-membered ring products, in addition to hydrosilylation products. Treatment of 2,3,4,5-tetrakis(dimethylsilyl)thiophene (17) with diphenylacetylene and styrene gave the respective dehydrogenative double silylation products, arising from 2 equivalents of the alkyne and alkene, and compound 17.Graphical abstract

Source: Journal of Organometallic Chemistry - October 21, 2018 Category: Chemistry Source Type: research