Amide to carboxylic acid hydrogen bonding. The dipyrrinone receptor

MT Huggins, NT Salzameda…

Index: Huggins, Michael T.; Salzameda, Nicholas T.; Lightner, David A. Supramolecular Chemistry, 2011 , vol. 23, # 3-4 p. 226 - 238

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Citation Number: 8

Abstract

Hydrogen bonding between carboxylic acid and amide groups was demonstrated for a series of amides called [n]-semirubins consisting of a dipyrrinone attached to the end of an n- carbon alkanoic acid. Such hydrogen bonding is more effective than the alternative amide to amide or acid to acid types for all of the semirubins studied: n= 1, 3–7, 10 and 20. As determined by 1H NMR and vapour pressure osmometry,[n]-semirubins, where n= 5–20, ...