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The discussion on the topology of 4,4′-bisaryl-BBI is based on an assumption that two aryl groups are pointing the same direction (syn conformation), though it is known that the anti conformer is dominant in the solid state and likely preferred in the solution phase as well. See: Rath, N.; Mohanty, R. R.; Jena, S.; Hemling, H. Indian J. Heterocycl. Chem. 1997, 6, 303. Torsional studies of 1,1′-dimethyl-2,2′-bisbenzimidazole have calculated the difference in the heats of formation from the anti to the syn conformer to be 12.3 kcal/mol, giving an indication in related systems. Studies of N1,N1′-bridged-4,4′-bisaryl-BBIs are currently under investigation.
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33750910424
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The distance between C(4) and C(7′) of trans-oriented 4,4′-dibromo-6,6′-dimethyl-2,2′-bisbenzimidazole was measured from its X-ray structure.
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