ISSN:
1572-9001
Keywords:
Antiaromaticity
;
aromaticity
;
enthalpy of formation
;
imides
;
organic thermochemistry
;
phenalene derivatives
Source:
Springer Online Journal Archives 1860-2000
Topics:
Chemistry and Pharmacology
Notes:
Abstract In order to understand the aromaticity of 1,8-naphthalimides, the enthalpies of combustion and sublimation of N-methyl-1,8-naphthalimide were determined. The numerical values are −6095.8 ± 3.5 and 109.7 ± 0.8 kJ · mol−1. The enthalpies of formation of condensed and gas phase N-methyl-1,8-naphthalimide are accordingly −306.1 ± 3.9 and −196.4 ± 4.0 kJ · mol−1. It is deduced that naphthalimides enjoy some 40 kJ · mol−1 of aromatic stabilization over that of the maleimides, shown to be nominally destabilized and modestly antiaromatic in our recently published thermochemical study.
Type of Medium:
Electronic Resource
URL:
http://dx.doi.org/10.1023/A:1009222404091
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