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4/Zn/pyridine/THF) gave 8,9,17,18-tetrahydrobis(benzo[4.5]cyclohept)[1,2,3-de;1′,2′, 3′-kl]anthracene as well as 10,10′,11,-11′-tetrahydro-5,5′-bis(5H-dibenzo[a.d] cycloheptenyl). See: Agranat, I.; Cohen, S.; Isaksson, R.; Sandström, J.; Suissa, M. R. J. Org. Chem. 1990, 55, 4943.
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0041646803
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note
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The Clar picture is not an ideal representation of 1. Its shortcomings are reflected in the fact that 10 out of the 32 C-C bond lengths in 1 are not properly represented. We thank a referee for his comments on the shortcomings of the Clar picture of 1.
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In practice, the reaction of fluorenone and low-valent titanium reagent yielded tertluorenyl and bifluorenylidene, but not 14 or 15. See: Pogodin S.; Cohen, S.; Agranat, I. Eur. J. Org. Chem. 1999, 1979.
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