Emeraldine Base Form of Polyaniline Nanofibers as New, Economical, Green, and Efficient Catalyst for Synthesis of Z-Aldoximes

Rajender Boddula,Palaniappan Srinivasan

doi:10.1155/2014/515428

Rajender Boddula, Palaniappan Srinivasan

Open Access

https://doi.org/10.1155/2014/515428

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Journal: Journal of Catalysts	Publication Date: Feb 6, 2014
Citations: 3	License type: CC BY 3.0

Affiliation: Indian Institute of Chemical Technology

Abstract

A facile, clean, economical, efficient, and green process was developed for the preparation of Z-aldoximes at room temperature under solvent-free condition using emeraldine base form of polyaniline as novel catalyst. In this methodology, PANI base absorbed the by-product of HCl (polluting chemical) from hydroxylamine hydrochloride and converted to polyaniline-hydrochloride salt (PANI-HCl salt). This PANI-HCl salt could be easily recovered and used in new attempts without any purification in many areas such as catalyst, electrical and electronics applications meant for conducting polymers. As far as our knowledge is concerned, emeraldine base as catalyst in organic synthesis for the first time.

Highlights

Oximes and their derivatives are important intermediates in the synthesis of amides [1,2,3,4], nitro compounds, hydroximinoyl chlorides, nitrones [5], amines, azoles, nitrile oxides, chiral α-sulfinyl oximes, nitriles [6,7,8], and isoxazolines [9].Both acids and general bases can act as catalysts for the preparation of oximes
Z-aldoximes in excellent yield in short reaction time were prepared from aldehydes with hydroxylamine hydrochloride under solvent-free condition at room temperature using emeraldine form of polyaniline base as novel polymer base catalyst
Polyaniline salt synthesized above was stirred in 100 mL aqueous sodium hydroxide solution (1.0 M) for 4 h at ambient temperature

Summary

Introduction

Oximes and their derivatives are important intermediates in the synthesis of amides [1,2,3,4], nitro compounds, hydroximinoyl chlorides, nitrones [5], amines, azoles, nitrile oxides, chiral α-sulfinyl oximes, nitriles [6,7,8], and isoxazolines [9]. Z-aldoximes in excellent yield in short reaction time were prepared from aldehydes with hydroxylamine hydrochloride under solvent-free condition at room temperature using emeraldine form of polyaniline base as novel polymer base catalyst. In this method, PANI base absorbed the by-product of HCl from hydroxylamine hydrochloride and converted to PANI-HCl salt, which is very much useful in various applications and makes the methodology towards the area of “Green Chemistry.”

Experimental

Results and Discussion

11 Me2 N was converted to PANI base by aqueous sodium hydroxide

Conclusions