fulltext.study @t Gmail

p-Quinoneimine as an intermediate in the oxidative coupling of 2-amino-5-methylphenol to 4a,7-dimethyldihydro-2-aminophenoxazinone catalyzed by a monomeric copper(II) complex

Paper ID Volume ID Publish Year Pages File Format Full-Text
49486 46750 2014 5 PDF Available
Title
p-Quinoneimine as an intermediate in the oxidative coupling of 2-amino-5-methylphenol to 4a,7-dimethyldihydro-2-aminophenoxazinone catalyzed by a monomeric copper(II) complex
Abstract

•Bis-benzimidazol ligand and its copper(II) complex•Oxidation of 2-amino-5-methylphenol•p-Quinoneimine intermediate formation•The reaction is self- inhibiting with increasing substrate concentration.•4a,7-Dimethyldihydro-2-aminophenoxazinone is found as the final product.

Copper(II) complex of a tetradentate N-picolatedbisbenzimidazolyl ligand is synthesized and characterized. XRD study reveals that copper(II) is in a distorted square plane comprising of two imine nitrogen, one oxygen atom from nitrate and another from a water molecule. This complex carries out the oxidative coupling of aminomethylphenol to phenoxazinone through an intermediate p-quinoneimine. The reaction is pseudo first order with respect to the catalyst and is self-inhibiting with increasing substrate concentration. Anion like acetate is found to increase the rate of reaction by nine times. EPR monitoring indicates the formation of a Cu(I) species which is the likely cause of inhibition of the catalytic reaction.

Graphical abstractFigure optionsDownload full-size imageDownload as PowerPoint slide

Keywords
Homogeneous catalysis; 2-Amino-5-methylphenol; p-Quinoneimine; Phenoxazinone synthase; EPRRLYKADLRWLPOPS-VBKFSLOCSA-N
First Page Preview
p-Quinoneimine as an intermediate in the oxidative coupling of 2-amino-5-methylphenol to 4a,7-dimethyldihydro-2-aminophenoxazinone catalyzed by a monomeric copper(II) complex
Get Full-Text Now
Don't Miss Today's Special Offer
Price was $35.95
You save - $31
Price after discount Only $4.95
100% Money Back Guarantee
Full-text PDF Download
Online Support
Any Questions? feel free to contact us
Publisher
Database: Elsevier - ScienceDirect
Journal: Catalysis Communications - Volume 55, 5 October 2014, Pages 1–5
Authors
, ,
Subjects
Physical Sciences and Engineering Chemical Engineering Catalysis
Get Full-Text Now
Don't Miss Today's Special Offer
Price was $35.95
You save - $31
Price after discount Only $4.95
100% Money Back Guarantee
Full-text PDF Download
Online Support
Any Questions? feel free to contact us