Titania Nanoparticle Catalysed N‐Alkylation of Amines by Hydrogen Auto‐Transfer Mechanisms

Author:

Krishnan Kala1ORCID,Samaraj Elavarasan1,Sanjeev Gupta2,Bhat Venugopal T.3,Manickam Sasidharan1,Parasuraman Selvam24,Thanikachalam Pushpa Malini3ORCID

Affiliation:

1. SRM Research Institute and Department of Chemistry SRM Institute of Science and Technology, Kattankulathur Chennai 603 203 India

2. National Centre for Catalysis Research and Department of Chemistry Indian Institute of Technology-Madras Chennai 600 036 India

3. Department of Chemistry SRM Institute of Science and Technology, Kattankulathur Chennai 603 203 India

4. International Research Organization for Advanced Science and Technology Kumamoto University, 2-39-1 Kurokami Kumamoto 860-8555 Japan

Abstract

AbstractUnlike well‐defined homogenous metal complex catalysts, no distinct heterogeneous catalysts are available for hydrogen auto‐transfer or borrowing hydrogen methodologies. Alternatively, a variety of noble metals, base metals, and bimetallic systems supported on various metal oxides are scrutinized for this purpose, mainly by modulating the ability of metals and supports in a multistep reaction. Herein, we demonstrate that pristine defect‐induced titania nanoparticle catalyst is an efficient and recyclable heterogeneous catalyst for the preparation of N‐alkylated products (>90 %) in the absence of expensive hydrogen source, costly ligands, additives, or costly metals under greener conditions. Furthermore, the nano‐sized titania catalyst tolerates functional groups with high yields. In addition, the ‐alkylation of aniline affords the corresponding alkylated products in d yields with long aliphatic alcohols. Finally, the results of the control tests show that a process of Hydrogen Auto transfer is responsible for carrying out the reaction.

Publisher

Wiley

Subject

General Chemistry

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