The Journal of Organic Chemistry

Structural requirements for glyme catalysis in butylaminolysis of aryl acetates in chlorobenzene. Identification of-OCH2CH2OCH2CH2OCH2CH2O-as the optimal …

JC Hogan, RD Gandour

Index: Hogan, John C.; Gandour, Richard D. Journal of Organic Chemistry, 1991 , vol. 56, # 8 p. 2821 - 2826

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Citation Number: 22

Abstract

The catalytic behavior of linear (open-chain) polyethers (glymes) in butylaminolysis of 4- nitrophenyl acetate carried out in chlorobenzene has been reexamined (J. Am. Chem. SOC. 1980, 102, 2865-2866). The observation of a break in a plot of the catalytic rate constant vs chain length of catalyst indicates that four oxygens in a-OCH~ CH~ OCH2CH~ OCH2CH@- subunit are necessary for optimal catalysis. The break, occurring at four oxygens in the ...

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