Pentamethylcyclopentadiene adducts of [60]- and [70]- fullerene
- 1 January 1994
- journal article
- research article
- Published by Royal Society of Chemistry (RSC) in Journal of the Chemical Society, Perkin Transactions 2
- No. 6,p. 1189-1193
- https://doi.org/10.1039/p29940001189
Abstract
Pentamethylcyclopentadiene reacts with [60]- and [70]-fullerene to form Diels–Alder monoadducts, characterised by 1H and 13C NMR spectroscopy, in which the methyl group attached to the single carbon bridge points away from the cage. Cycloaddition to [70]fullerene takes place across the 1,9-bond adjacent to the pentagonal cap. The pentamethyl adducts are less prone to undergo the retro Diels–Alder reaction than their non-methylated counterparts. The 1H NMR spectra provide further confirmation that [70]fullerene is less electron withdrawing than [60]fullerene.Keywords
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