ISSN:
0030-4921
Keywords:
Chemistry
;
Analytical Chemistry and Spectroscopy
Source:
Wiley InterScience Backfile Collection 1832-2000
Topics:
Chemistry and Pharmacology
Notes:
The 14N nuclear quadrupole resonance (NQR) spectra of several nitrogen mustard compounds are reported and analyzed in the framework of the Townes and Dailey theory. For the aniline derivatives, a correlation exists between l-σ (where l is the nitrogen lone pair electron density and σ the average N—C sigma-bond electron density) and the enhanced Hammett sigma constant σ-. An improved correlation is obtained between l-σ and σR-, which emphasizes the importance of resonance effects in determining l-σ. The increase of hydrolysis and alkylation rates with increasing values of l-σ is in agreement with the identification of the aziridinium ion as the intermediate in aromatic nitrogen mustard hydrolysis and alkylation. A possible correlation is noted between the 35Cl NQR spectra for some of the mustards and measures of toxic and antitumor activity.
Additional Material:
6 Ill.
Type of Medium:
Electronic Resource
URL:
http://dx.doi.org/10.1002/mrc.1270220203
