Bulletin of the Korean Chemical Society

Korean Chemical Society (대한화학회)
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Photochemistry of Conjugated Poliynes : Photochemical Generation of Silacyclopropenes from 1-Aryl-4-(pentamethyldisilanyl)buta-1,3-diynes

  • Published : 1995.10.20
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Abstract

No fluorescence was observed from 1-aryl-4-(pentamethyldisilanyl)buta-1,3-diynes except 1-(1-naphthyl)-4-(pentamethyldisilanyl)buta-1,3-diyne. Irradiation of 1-aryl-4-(pentamethyldisilanyl)buta-1,3-diynes (1) with methanol gives photoaddition products in relatively low yields compared to arylethynyldisilanes which show dual fluorescence. Irradiation of 1 with acetone yields site specific and regioselective 1:1 photoadducts through silacyclopropene intermediates. The triplet excited state of the silacyclopropene reacts with acetone to give addition photoproducts and the triplet energy of the silacyclopropenes lies around 260-286 kJ/mol.

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