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Title: Can Primary Arylamines Form Enamine? Evidence, α-Enaminone, and [3+3] Cycloaddition Reaction
Award ID(s):
1954422
PAR ID:
10330954
Author(s) / Creator(s):
; ; ; ; ;
Date Published:
Journal Name:
The Journal of Organic Chemistry
Volume:
86
Issue:
21
ISSN:
0022-3263
Page Range / eLocation ID:
14617 to 14626
Format(s):
Medium: X
Sponsoring Org:
National Science Foundation
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  1. null (Ed.)
    The crystal structure of the product of the neutralization reaction between 3-nitrobenzoic acid and pyridine is reported. The entities that crystallized are a pyridinium cation, a 3-nitrobenzoate anion and a 3-nitrobenzoic acid molecule in a 1:1:1 molar ratio, C 5 H 6 N + ·C 7 H 4 NO 4 − ·C 7 H 5 NO 4 . Distinct sets of hydrogen bonds link the pyridinium and benzoate ions (N—H...O) and the acid and benzoate moieties (O—H...O). The hydrogen bonding along with π–π stacking between the acid and benzoate moieties accounts for the long-range ordering of the crystal. 
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