The palladium-catalyzed reaction of benzo[1,2:4,5]bis(1,1,2,2-tetraethyl-1,2-disilacyclobut-3-ene) (1) with styrene in refluxing benzene afforded two regioisomers of 1:2 adducts, benzo[1,2](1,1,4,4-tetraethyl-2-phenyl-1,4-disilacyclohex-4-ene)[4,5](1,1,4,4- tetraethyl-3-phenyl-1,4-disilacyclohex-4-ene) and benzo[1,2:4,5]bis(1,1,4,4-tetraethyl-2-phenyl-1,4-disilacyclohex-4-ene), whose isomers consist of cis and trans in a ratio of 1:1 in 91% combined yield. Similar reaction of 1 with 1-hexene gave two regioisomers involving cis and trans isomers in 89% combined yield. With ethylene, 1 produced benzo[1,2:4,5]bis(1,1,4,4-tetraethyl-1,4-disilacyclohex-5-ene) (8) in 70% yield, together with a 15% yield of a 2:3 adduct. The platinum-catalyzed reaction of 1 with styrene gave a 1:1 mixture of cis- and trans-benzo[1,2:4,5]bis(2-benzyl-1,1,3,3-tetraethyl-1,3-disilacyclopent-4-ene) in 90% yield. Similar treatment of 1 with 1-hexene produced cis- and trans-benzo[1,2:4,5]bis(1,1,3,3-tetraethyl-2-pentyl-1,3-disilacylopent-4-ene) in a ratio of 1:1 in 92% yield, while with ethylene, 1 afforded 8 as a main product, in addition to two types of 1:2 adduct as minor products.
All Science Journal Classification (ASJC) codes
- Physical and Theoretical Chemistry
- Organic Chemistry
- Inorganic Chemistry
- Materials Chemistry