The syntheses and NMR studies of hexadeca- and octaneopentoxyphthalocyanines

被引：25

作者：

Bhardwaj, N ^{[1
]}

Andraos, J ^{[1
]}

Leznoff, CC ^{[1
]}

机构：

[1] York Univ, Dept Chem, N York, ON M3J 1P3, Canada

来源：

CANADIAN JOURNAL OF CHEMISTRY-REVUE CANADIENNE DE CHIMIE | 2002年 / 80卷 / 02期

关键词：

neopentoxy substituted phthalocyanines; variable temperature NMR; restricted rotation;

D O I：

10.1139/V02-002

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

The syntheses of 3,6-dineopentoxyphthalonitrile and 3,4,5,6-tetraneopentoxyphthalonitrile are described. Condensation of these phthalonitriles with nickel chloride in N,N-dimethylaminoethanol yielded 1,4,8,11,15,18,22,25-octaneopentoxyphthalocyaninato nickel(II) (3) and 1,2,3,4,8,9,10,11,15,16,17,18,22,23,24,25-hexadecaneopentoxyphthalocyaninato nickel(II) (7). The H-1 NMR spectra of these phthalocyanines and the related 2,3,9,10,16,17,23,24-octaneopentoxyphthalocyaninato nickel(II) (8) at temperatures from 205 to 330 K in toluene-d(8) exhibited various degrees of restriction of rotation of the neopentoxy groups. Compound 7 exhibited a single atropisomer at 235 K.

引用

页码：141 / 147

页数：7

共 33 条

[1] PERI-INTERACTION, ORTHO-INTERACTION, AND BARRIERS TO INTERNAL-ROTATION - A DYNAMIC NUCLEAR MAGNETIC-RESONANCE AND MOLECULAR MECHANICS INVESTIGATION OF 1,2-DINEOPENTYLBENZENE AND 1,8-DINEOPENTYLNAPHTHALENE [J].