Photochemistry of 1-(o-Hydroxyphenyl)-2-pentamethyldisilanylethyne : Photoreaction in a Concentrated Benzene Solution and Photoreaction with Methanol or Acetone

摘要

Irradiation of 1-(o-hydroxyphenyl)-2-pentamethyldisilanylethyne 1 in a concentrated benzene solution has provided photodimer product 7 along with other reported photoproducts. Irradiation of 1 in methanol yields 1-(o-hydroxyphenyl)-2-trimethylsilylethyne 2 and its reduction product 13, via silacyclopropene intermediate 10, and the reduction product 8 and two methanol addition products, 11 and 12, via o-hydroxyphenylethyne. Photolysis of 1 with acetone in deaerated methylene chloride affords site specific and regioselective 1 : 1 adduct 16 via silacyclopropene intermediate 10.