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[structure: see text]. The title compound (3) has been synthesized by a non-pyrolytic route providing a 36% isolated yield in the final step. X-ray crystal structure determination shows that 3 crystallizes with one solvating molecule of toluene and exhibits slightly lower curvature than the parent cyclopentacorannulene. DFT calculations predict a substantially lower bowl-to-bowl inversion barrier for 3 than for dihydro-cyclopentacorannulene, and this is confirmed by dynamic 1H NMR experiments.
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Marcinow et al. (2001) studied this question.
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