Equatorial Preference in the CH Activation of Cycloalkanes: GaCl3-Catalyzed Aromatic Alkylation Reaction

F Yonehara, Y Kido, H Sugimoto, S Morita…

Index: Yonehara, Fumi; Kido, Yoshiyuki; Sugimoto, Hiraku; Morita, Satoshi; Yamaguchi, Masahiko Journal of Organic Chemistry, 2003 , vol. 68, # 17 p. 6752 - 6759

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Citation Number: 23

Abstract

GaCl3 catalyzes the aromatic alkylation of naphthalene or phenanthrene using cycloalkanes. The CC bond formation predominantly takes place at the least hindered positions of the substrates, and equatorial isomers regarding the cycloalkane moiety are generally obtained. The reaction of bicyclo [4.4. 0] decane and naphthalene occurs at the 2- position of naphthalene and at the 2-or 3-carbons of the cycloalkane, and the products ...