Synthesis of Dendritic Branches with Peripheral Fullerene Subunits

✍ Scribed by Uwe Hahn; Kohei Hosomizu; Hiroshi Imahori; Jean-François Nierengarten

• Book ID: 102174838
• Publisher: John Wiley and Sons
• Year: 2006
• Tongue: English
• Weight: 164 KB
• Volume: 2006
• Category: Article
• ISSN: 1434-193X
• DOI: 10.1002/ejoc.200500653

✦ Synopsis

Abstract

Highly soluble dendritic branches with two, four, eight or 16 methanofullerene subunits at their peripheries and carboxylic acid functions at their focal points have been prepared by a convergent approach. Starting from a methanofullerene derivative possessing a tert‐butyl ester function, the successive dendrimer generations were obtained by repetition of a reaction sequence involving cleavage of the tert‐butyl ester moiety under acidic conditions, followed by a DCC‐mediated esterification reaction with an A~2~B building block possessing two benzylic alcohol functions and a tert‐butyl ester group. This repetitive synthetic sequence is very efficient and allowed the dendritic growth up to the fifth‐generation derivative, containing 16 peripheral fullerene subunits. (© Wiley‐VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2005)