Kong, SD Lee, CY Yoo, BR Lee, ME Jung, IN 2024-01-21T10:05:19Z 2024-01-21T10:05:19Z 2021-09-01 2002-09-20 0253-2964 https://pubs.kist.re.kr/handle/201004/139205 Friedel-Crafts alkylation reaction of an isomeric mixture of 1,2,3,4,5,6,7,8- (2) and 1,2,3,4,5,6,7,8-octahydrophenanthrene (2') with excess vinylchlorosilanes such as vinyl(methyl)dichlorosilane (1a) and vinyltrichlorosilane (1b) in the presence of aluminum chloride catalyst at 80 degreesC gives only one dialkylated products, 9,10-bis[2-(chlorosilyl)ethyl]-1,2,3,4,5,6,7,8-octahydroanthrenes [(Cl2XSiCH2CH2)(2)C14H16: X = Me (4a), Cl (4b)] in good yields, but 9,10-bis[2-(chlorosilyl)ethyl]-1,2,3,4,5,6,7,8-octahydrophenanthrenes are not obtained. However, monoalkylation of 2 with 1 affords a mixture of both isomeric compounds, 9-[2(chlorosilyl)ethyl]-1,2,3,4,5,6,7,8-octahydroanthracenes 3 and -phenanthrenes 3'. The yield of product 3' is always higher than that of 3. When a mixture of 3 and 3' is alkylated again with 1, only product 4 without phenanthrene type compounds is obtained, indicating that the isomerizations between 2 and 2', or 3 and 3' occur under the alkylation condition. The alkylation with dimethylvinylchlorosilane or trimethylvinylsilane did not proceed. The structure of 4a is determined by X-ray single crystal diffraction analysis. English KOREAN CHEMICAL SOC RADICAL-ANION ORGANOSILICON CRYSTALS BENZENES POLYMERS SILICON UNITS Friedel-Crafts type alkylation of 1,2,3,4,5,6,7,8-octahydroanthracene with vinylchlorosilanes: Synthesis of mono, bis[2-(chlorosilyl)ethyl]-1,2,3,4,5,6,7,8-octahydroanthracenes Article 1 BULLETIN OF THE KOREAN CHEMICAL SOCIETY, v.23, no.9, pp.1213 - 1217 BULLETIN OF THE KOREAN CHEMICAL SOCIETY 23 9 1213 1217 scie scopus kci ART001193572 000178759200012 2-s2.0-0037145146 Chemistry, Multidisciplinary Chemistry Article RADICAL-ANION ORGANOSILICON CRYSTALS BENZENES POLYMERS SILICON UNITS Friedel-Crafts alkylation octahydroanthracene organosilicon vinylchlorosilanes