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Lah, Myoung Soo
Frontier Energy Storage Material Lab.
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Friedel-crafts peralkylation of benzene with omega-chloroalkyltrichlorosilanes: One-pot synthesis of polyfunctionalized hexakis[omega-(trichlorosilyl)alkyl]benzenes

Author(s)
Kim, KMKim, JHMoon, DHLah, Myoung SooJung, INYoo, R
Issued Date
2005-01
DOI
10.1021/om0495933
URI
https://scholarworks.unist.ac.kr/handle/201301/6067
Fulltext
http://www.scopus.com/inward/record.url?partnerID=HzOxMe3b&scp=12844253728
Citation
ORGANOMETALLICS, v.24, no.2, pp.226 - 230
Abstract
Hexakis [omega-(trichlorosilyl)alkyl] benzenes 2 [alkyl = ethyl (a), propyl (b)] containing 18 peripheral chlorine substituents on the six silicon atoms as functionalities were prepared in 72% and 53% yields by the one-pot reaction of benzene with a 6-fold excess of omega-chloroalkyltrichlorosilanes such as 2-chloroethyltrichlorosilane (1a) and 3-chloropropyltrichlorosilane (1b) in the presence of aluminum chloride, respectively. Single-crystal X-ray analysis of compound 2b reveals that the 18 chlorine substituents on the six silicons are symmetrically located on the outside. Compounds 2a,b reacted easily with methylinagnesium bromide in diethyl ether at room temperature to give hexakis[omega-(trimethylsilyl)alkyl] in high isolated yields of 93 and 94%.
Publisher
AMER CHEMICAL SOC
ISSN
0276-7333

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