1,6,7,10-TETRAMETHYLFLUORANTHENE - SYNTHESIS AND STRUCTURE OF A TWISTED POLYNUCLEAR AROMATIC HYDROCARBON

被引：25

作者：

BORCHARDT, A ^{[1
]}

HARDCASTLE, K ^{[1
]}

GANTZEL, P ^{[1
]}

SIEGEL, JS ^{[1
]}

机构：

[1] CALIF STATE UNIV NORTHRIDGE,DEPT CHEM,NORTHRIDGE,CA 91330

来源：

TETRAHEDRON LETTERS | 1993年 / 34卷 / 02期

关键词：

D O I：

10.1016/S0040-4039(00)60565-8

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The structure and synthesis of the overcrowded polynuclear aromatic 1,6,7,10-tetramethylfluoranthene, 1, is presented. The structures of 1 and 11 have been determined by X-ray diffraction to be twisted into conformations of approximately C2 symmetry due to the buttressing of the flanking methyl groups. Semi-empirical calculations (AM1) on 1 find two minima, twist and fold; the twist is of lower energy. The energy for enantiomerization of 1 is set at below 7.0 kcal/mol by variable temperature NMR. Computations predict a likely path to account for the ribbon twist.

引用

页码：273 / 276

页数：4

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