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Structure and Reactivity of the 1,10-Phenanthroline Complex with Nitrenium Cation

Authors :
Vyacheslav G. Shubin
Yu. V. Gatilov
Makhmut M. Shakirov
R. V. Andreev
Gennady I. Borodkin
Source :
Russian Journal of Organic Chemistry. 40:567-574
Publication Year :
2004
Publisher :
Springer Science and Business Media LLC, 2004.

Abstract

According to the X-ray diffraction data, the cationic fragment in 1-amino-1,10-phenanthrolinium mesitylenesulfonate is a unidentate n-complex whose asymmetric structure is retained in solution. Quantum-chemical calculations by the AM1 method and ab initio (6-31G, 6-31G*, MP2/6-31G) give geometric parameters of the cation, which are similar to those determined experimentally. No dynamic processes involving intra- or intermolecular transfer of the NH2 group was observed up to 100°C by NMR spectroscopy. 1-Amino-1,10-phenanthrolinium cation does not react with 4-methylpyridine and 4-methyl-1,10-phenan-throline with transfer of the amino group, and it fails to react with mesitylene and anthracene at elevated temperature.

Details

ISSN :
10704280
Volume :
40
Database :
OpenAIRE
Journal :
Russian Journal of Organic Chemistry
Accession number :
edsair.doi...........187be56cbab1bfeee0c3126e790b1dac
Full Text :
https://doi.org/10.1023/b:rujo.0000036081.51473.c0