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Regioselective chemical modification of fullerene by destructive electrophilic reaction in polyphosphoric acid/phosphorus pentoxide

Lim, Dae-Hyun and Lyons, Christopher B. and Tan, Loon-Seng and Baek, Jong-Beom (2008) Regioselective chemical modification of fullerene by destructive electrophilic reaction in polyphosphoric acid/phosphorus pentoxide. JOURNAL OF PHYSICAL CHEMISTRY C, 112 (32). pp. 12188-12194.

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Official URL: http://pubs.acs.org/doi/abs/10.1021/jp801772r

Abstract

An adduct of electrophilic reaction between C-60 and 4-(2,4,6-trimethylphenoxy)benzamide was afforded in a polyphosphoric acid (PPA)/phosphorus pentoxide (P2O5) medium at 130 degrees C. The matrix-assisted laser desorption ionization time-of-flight (MALDI-TOF) mass spectrum of the adduct showed that multiple destructive acylation reactions of 4-(2,4,6-trimethylphenoxy)benzamide on C60 had occurred to give hexakis(4-(2,4,6-trimethylphenoxy)benzoyl)-substituted C-54. On the basis of the combined results of optical studies, it could be presumably concluded that the regioselective destruction and addition pathway on the C60 framework might have predominantly occurred to six-membered rings.

Item Type:Article
Subjects:Material Science > Functional and hybrid materials
Material Science > Nanochemistry
ID Code:2855
Deposited By:Farnush Anwar
Deposited On:09 Jan 2009 16:36
Last Modified:23 Jan 2009 09:45

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