초록 |
Cyclopentadiene (CPD) undergoes hydrosilylation with trichlorosilane (1a) in the presence of group 10 metal complexes to give 3-cyclopentenyltrichlorosilane (2a). However CPD formed from the thermal cracking of dicyclopentadiene (DCPD) is unstable even at room temperature and dimerized itself to give DCPD. Thus we studied the hydrosilylation of a mixture of CPD and DCPD with hydrosilane RHSiCl2 1 [R= Cl (a), H (b), Me (c), i-Pr (d), c-pentyl (e), Ph (f)] under the condition of cracking temperature of DCPD. Interestingly, the reaction with 1a in organic solvent at 250℃ afforded 2a in 98% yield, while the reactions with other hydrosilanes 1b-f at 250-280℃ gave 3-(chlorosilyl)cyclopentenes 2b-f in relatively low (22-51%) yields. Thermal hydrosilylation of 2b-f with 1a-f occurred effectively at the high temperature of about 300℃ to give bis(chlorosilyl)cycloalkanes 3a-f as major products. In this presentation I will discuss the results obtained from the reaction CPD with 1 in details. |