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Synthetic Communications
An International Journal for Rapid Communication of Synthetic Organic Chemistry
Volume 33, 2003 - Issue 6
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Original Articles

Thermal and Catalytic Reactions of Diazoacetylmetallocenes with [60]Fullerene

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Pages 903-914 | Received 08 Apr 2002, Published online: 17 Aug 2006
 

Abstract

Diazoacetyl derivatives of ferrocene (2) and cymantrene (4) were submitted to thermal and dirhodium(II)tetraacetate catalyzed reactions with [60]fullerene (1). Thermal reaction of 2 afforded methanofullerene 3a and fulleroids 3b,c in variable amounts according to the reaction conditions, while 4 gave the methanofullerene 6 and the dihydrofuranofullerene 5 in ca. 1:1 ratio. Rh2(OAc)4-catalyzed reaction of 2 and 4 with C60 selectively afforded the corresponding methanofullerene derivatives 3a and 6, respectively, in high yields.

Acknowledgments

The research described in this publication has been supported by grants from Russian Scientific Program “Fullerenes and Atomic Clusters”, Russian Foundation for Basic Research (99-03-32893), and Sub-program “Fundamental Problems of Contemporary Chemistry” (9.4.06).

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