Demand-based thiolate anion generation under virtually neutral conditions: Influence of steric and electronic factors on chemo-and regioselective cleavage of aryl …

AK Chakraborti, L Sharma…

文献索引：Chakraborti, Asit K.; Sharma, Lalima; Nayak, Mrinal K. Journal of Organic Chemistry, 2002 , vol. 67, # 18 p. 6406 - 6414

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被引用次数: 60

摘要

Thiolate anions have been generated in a “demand-based” fashion under virtually neutral conditions for chemoselective deprotection of aryl alkyl ethers. Solvents play the critical role in making the reaction effective and should have high values of ε (> 30), molecular polarizabilities (> 10), and DN (> 27) and low values of AN (< 14). However, it is the combined effect of all of these physical properties that make a particular solvent effective. ...