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Issue 10, 2010
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Inclusion compounds of hydroxynaphthoic acids: co-crystal vs.salt formation

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Abstract

6-Hydroxy-2-naphthoic acid, H1, forms solvates with 1,4-dioxane (DIOX) and dimethyl sulfoxide (DMSO), and their structures are stabilized by hosthost and host–guest hydrogen bonds. H1 forms a hydrated salt with 1,4-diazabicyclo[2.2.2]octane, DABCO, with stoichiometry 2H1·2DABCO·3H2O. Two other naphthoic acid isomers, 1-hydroxy-2-naphthoic acid, H2, and 3-hydroxy-2-naphthoic acid, H3, form salts with DABCO with host : guest ratios of 2 : 1. The kinetics of thermal decomposition of the H1·½DIOX compound yields an activation energy of ∼60 kJ mol−1 for the desolvation reaction.

Graphical abstract: Inclusion compounds of hydroxynaphthoic acids: co-crystal vs. salt formation

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Article information


Submitted
19 Mar 2010
Accepted
12 May 2010
First published
09 Jun 2010

CrystEngComm, 2010,12, 3065-3070
Article type
Paper

Inclusion compounds of hydroxynaphthoic acids: co-crystal vs. salt formation

A. Jacobs, L. R. Nassimbeni, G. Ramon and B. K. Sebogisi, CrystEngComm, 2010, 12, 3065 DOI: 10.1039/C004458J

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