Organic Letters 2004-03-04

Synthesis of aryl/alkyl building blocks for dendrimer and hyperbranched polymer synthesis.

Zhishan Bo, Jun Qiu, Jing Li, A Dieter Schlüter

Index: Org. Lett. 6 , 667-669, (2004)

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Abstract

Several useful aryl/alkyl building blocks for dendrimer and hyperbranched polymer synthesis were prepared by Suzuki-Miyaura cross-coupling reactions and iododesilylation reactions. The iododesilylations were carried out with iodine monochloride (ICl) in methylene chloride and diethyl ether (10:1). This solvent combination lowered the reagents electrophilicity to the point that the iododesilylation still proceeded absolutely cleanly, but no direct iodination of alkyl-substituted aromatics occurred, which otherwise could not be avoided. [reaction: see text]