An Exceptionally Stable Ti Superoxide Radical Ion: A Novel Heterogeneous Catalyst for the Direct Conversion of Aromatic Primary Amines to Nitro Compounds

Gajanan K Dewkar; Milind D Nikalje; Iliyas Sayyed Ali; Abhimanyu S Paraskar; H S Jagtap; A Sudalai

doi:10.1002/1521-3773(20010119)40:2<405::AID-ANIE405>3.0.CO;2-6

An Exceptionally Stable Ti Superoxide Radical Ion: A Novel Heterogeneous Catalyst for the Direct Conversion of Aromatic Primary Amines to Nitro Compounds

Angew Chem Int Ed Engl. 2001 Jan 19;40(2):405-408. doi: 10.1002/1521-3773(20010119)40:2<405::AID-ANIE405>3.0.CO;2-6.

Authors

Gajanan K Dewkar¹, Milind D Nikalje¹, Iliyas Sayyed Ali¹, Abhimanyu S Paraskar¹, H S Jagtap¹, A Sudalai¹

Affiliation

¹ Process Development Division National Chemical Laboratory Pune 411008 (India) Fax: (+91) 20-5893359.

PMID: 29712382
DOI: 10.1002/1521-3773(20010119)40:2<405::AID-ANIE405>3.0.CO;2-6

Abstract

A matrix-bound superoxide radical anion, generated by treating Ti(OR)₄ (R=iPr, nBu) with H₂ O₂ , is a selective heterogeneous catalyst for the oxidation of anilines to the corresponding nitroarenes with 50 % aqueous H₂ O₂ [Eq. (1)]. Yields of 82-98 % are obtained, even with anilines bearing electron-withdrawing substituents (R=NO₂ , COOH).

Keywords: heterogeneous catalysis; nitro compounds; oxidation; radical ions; titanium.