TY - JOUR
T1 - Twisted Polycyclic Aromatic Hydrocarbons. Structural Studies of Protic and Deuteriated 1,2,3,4-Tetraphenyltriphenylenes
AU - Pascal, Robert A.
AU - Van Engen, Donna
AU - Kahr, Bart
AU - McMillan, William D.
PY - 1988/4/1
Y1 - 1988/4/1
N2 - 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° and 30.9°, slightly less than the 33° twist predicted by MM2(85). 1,2,3,4-Tetraphenyl[5,6,7,8,9,10,ll,12-2H8]triphenylene was prepared to determine if the twist angle would be altered by deuterium substitution, and it was found that the X-ray structuresof the deuteriated and protic molecules did not differ significantly.
AB - 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° and 30.9°, slightly less than the 33° twist predicted by MM2(85). 1,2,3,4-Tetraphenyl[5,6,7,8,9,10,ll,12-2H8]triphenylene was prepared to determine if the twist angle would be altered by deuterium substitution, and it was found that the X-ray structuresof the deuteriated and protic molecules did not differ significantly.
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U2 - 10.1021/jo00243a016
DO - 10.1021/jo00243a016
M3 - Article
AN - SCOPUS:3042821218
SN - 0022-3263
VL - 53
SP - 1687
EP - 1689
JO - Journal of Organic Chemistry
JF - Journal of Organic Chemistry
IS - 8
ER -