Complete assignment of 1H and 13C NMR spectra of benz[α]anthracene-7,12-dione and its nitro derivative

被引：0

作者：

Sakamoto, Y

Yagi, R

Takekawa, M

Fujisawa, S

机构：

[1] Toho Univ, Sch Pharmaceut Sci, Funabashi, Chiba 274, Japan

[2] Toho Univ, Fac Sci, Funabashi, Chiba 274, Japan

来源：

POLYCYCLIC AROMATIC COMPOUNDS | 2000年 / 19卷 / 1-4期

关键词：

benz[a]anthracene-7,12-dione; NMR spectroscopy; NOE cross peak; nitration position; polycyclic aromatic ketones;

D O I：

10.1080/10406630008034729

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Benz[a]anthracene-7, 12-dione (1) was nitrated directly by nitric acid and a nitro-derivative (2) was obtained. Molecular orbital calculation predicted that the nitration reaction occurs in the C1 or C4 position of (1). To determine the position of the nitro group of(2), NMR chemical shifts were used. The absence of the chemical shift at delta9.7 in (2) clearly indicated that the nitro substituent issituated at the C1 position. The methodologies of FG-HOHAHA, FG-NOESY, FG-CH-COSY, and FG-HMBC were also used for detailed NMR spectral determination for their polycyclic aromatic ketons.

引用

页码：155 / 164

页数：10

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