ISSN:
0021-8383
Keywords:
Chemistry
;
Organic Chemistry
Source:
Wiley InterScience Backfile Collection 1832-2000
Topics:
Chemistry and Pharmacology
Notes:
Recoupling of 4-Arylazo-2-pyrazoline-5-ones with p-Quinonediimine Cations4-Arylazo-2-pyrazoline-5-ones (1a-j) readily undergo coupling reaction with p-quinonediimine cations (2a, b) to form azomethin dyes (3a, b). The dependence of the rate constants kK of the dye formation on the substituents of 1a-j as well as on the ionic strength show that the rate-determining step of the coupling reaction is the formation of the intermediate 4 in a bimolecular reaction between the carbanions of 1a-j and p-quinonediimine (2a, b).It became evident that the benzenediazoniumion (5a-j) is eliminated in the reaction of 4 to 3a, b. Under the coupling conditions used, substituted benzene is formed in the reduction reaction of 5a, b by the p-phenylendiamine (7a, b) or by the leuco dye (6a, b).
Additional Material:
6 Ill.
Type of Medium:
Electronic Resource
URL:
http://dx.doi.org/10.1002/prac.19863280217
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