Two‐Phase Reactions in Microdroplets without the Use of Phase‐Transfer Catalysts

Abstract

Many important chemical transformations occur in two‐phase reactions, which are widely used in chemical, pharmaceutical, and polymer manufacturing. We present an efficient method for performing two‐phase reactions in microdroplets sheared by sheath gas without using a phase‐transfer catalyst. This avoids disadvantages such as thermal instability, high cost, and, especially, the need to separate and recycle the catalysts. We show that various alcohols can be oxidized to the corresponding aldehydes and ketones within milliseconds in moderate to good yields (50–75 %). The scale‐up of the present method was achieved at an isolated rate of 1.2 mg min−1 for the synthesis of 4‐nitrobenzylaldehyde from 4‐nitrobenzyl alcohol in the presence of sodium hypochlorite. The biphasic nature of this process, which avoids use of a phase‐transfer catalyst, greatly enhances synthetic effectiveness.

Document Details

Document Type
Pub Defense Publication
Publication Date
Feb 22, 2017
Source ID
10.1002/anie.201612308

Entities

People

  • Heyong Cheng
  • Richard Zare
  • Xin Yan

Organizations

  • Air Force Office of Scientific Research
  • Stanford University

Tags

Fields of Study

  • Chemistry

Readers

  • Organic Chemistry