Journal of Organic Chemistry p. 1687 - 1689 (1988)
Update date:2022-07-30
Topics:
Pascal, Robert A.
Engen, Donna Van
Kahr, Bart
McMillan, William D.
An X-ray crystallographic study of 1,2,3,4-tetraphenyltriphenylene shows that the polycyclic nucleus of this molecule is substantially twisted due to severe nonbonded interactions between the triphenylene hydrogen atoms and the proximal carbons of the 1- and 4-phenyl groups.The two independent molecules in the crystallographic unit cell exhibit twists of 28.1 deg and 30.9 deg, slightly less than the 33 deg twist predicted by MM2(85). 1,2,3,4-Tetraphenyl<5,6,7,8,9,10,11,12-2H8>triphenylene was prepared to determine if the twist angle would be altered by deuteriumsubstitution, and it was found that the X-ray structures of the deuteriated and protic molecules did not differ significantly.
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