Wasserthal L, Kratzer A, Hirsch A (2013)
Publication Type: Journal article, Original article
Publication year: 2013
Original Authors: Wasserthal L.K., Kratzer A., Hirsch A.
Publisher: Wiley-VCH Verlag
Pages Range: 2355-2361
Journal Issue: 12
A method for the sequential fullerenylation of bis-malonates with parent C and C-symmetric pentakis-adducts is reported. This approach relies on the finding that (a) chloromalonates can be used for the nucleophilic cyclopropanation of [6,6] double bonds of C, and (b) chloromalonates, in contrast to bromomalonates, do not undergo base-catalyzed halogen exchange reactions. For the proof of concept, we synthesized a heptafullerene by using a divergent approach based on a fullerene hexakis-adduct with six bis-malonate addends in octahedral positions, each of which is suitable for an additional cyclopropanation of a fullerene building block. A sequence for the selective fullerenylation of bis-malonates with C and its exohedral C-symmetric pentakis-adducts has been developed. This method enables the straightforward synthesis of highly functional fullerene derivatives such as the heptafullerene 1. © 2013 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim.
APA:
Wasserthal, L., Kratzer, A., & Hirsch, A. (2013). Sequential fullerenylation of bis-malonates-efficient access to oligoclusters with different fullerene building blocks. European Journal of Organic Chemistry, 12, 2355-2361. https://dx.doi.org/10.1002/ejoc.201300122
MLA:
Wasserthal, Lennard, Andreas Kratzer, and Andreas Hirsch. "Sequential fullerenylation of bis-malonates-efficient access to oligoclusters with different fullerene building blocks." European Journal of Organic Chemistry 12 (2013): 2355-2361.
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