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Cover Feature: DMSO‐Triggered Complete Oxygen Transfer Leading to Accelerated Aqueous Hydrolysis of Organohalides under Mild Conditions (ChemSusChem 13/2019)
Author(s) -
Liu Haicheng,
Liu Jianping,
Cheng Xiaokai,
Jia Xiaojuan,
Yu Lei,
Xu Qing
Publication year - 2019
Publication title -
chemsuschem
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 2.412
H-Index - 157
eISSN - 1864-564X
pISSN - 1864-5631
DOI - 10.1002/cssc.201901648
Subject(s) - cover (algebra) , aqueous solution , hydrolysis , chemistry , oxygen , organic chemistry , engineering , mechanical engineering
The Front Cover shows that addition of DMSO can greatly accelerate the aqueous hydrolysis of organohalides, thus providing a neutral, more efficient, milder, and more economic new process for alcohol preparation. Mechanistic studies using 18 O‐DMSO and 18 O‐H 2 O showed that, contrary to the opinion that DMSO works as a dipolar solvent to enhance the nucleophilicity of water, the accelerating effect comes from a complete oxygen transfer from DMSO to organohalides through generation of ROS + Me 2 ⋅X − salts through C−O bond formation, followed by O−S bond disassociative hydrolysis of ROS + Me 2 ⋅X − with water. This method is applicable to a wide range of organohalides and thus may have potential for practical industrial applications owing to the easy recovery of DMSO from the H 2 O/DMSO mixture by regular vacuum rectification. More information can be found in the Communication by Liu et al on page 2994 in Issue 13, 2019 (DOI: 10.1002/cssc.201802138).