A Stable Monosubstituted Isoindole Derivative : The Crystal Structure of 1-(1, 2, 3-1H-Benzotriazol-1-yl)-2-(4-methylphenyl)-2H-isoindole

1-(1, 2, 3-1H-benzotriazol-1-yl)-2-(4-methylphenyl)-2H-isoindole (1a) is a stable isoindole derivative in the crystalline state. On the basis of the results of X-ray crystallographic analysis, this exceptional stability was explained as follows : the presence of a typical anti-parallel face-to-face...

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Bibliographic Details
Published inChemical & pharmaceutical bulletin Vol. 42; no. 4; pp. 947 - 949
Main Authors TAKAHASHI, Ichiro, TSUZUKI, Mikio, KEUMI, Takashi, KITAJIMA, Hidehiko, ISA, Kimio, HOSOI, Shinzo, TSUDA, Yoshisuke
Format Journal Article
LanguageEnglish
Published Tokyo The Pharmaceutical Society of Japan 1994
Maruzen
Subjects
1, 2, 3-1H-benzotriazole
2H-isoindole
Condensed matter: structure, mechanical and thermal properties
crystal structure
Exact sciences and technology
face-to-face stacking
Heterocyclic compounds
o-xylylene structure
Organic compounds
Physics
Structure of solids and liquids; crystallography
Structure of specific crystalline solids
X-ray analysis
Aromatics
Molecular structure
Nitrogen heterocycle
Chemical stability
Bicyclic compound
X-ray diffraction
Experimental study
Organic compounds
Crystal structure
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Summary:1-(1, 2, 3-1H-benzotriazol-1-yl)-2-(4-methylphenyl)-2H-isoindole (1a) is a stable isoindole derivative in the crystalline state. On the basis of the results of X-ray crystallographic analysis, this exceptional stability was explained as follows : the presence of a typical anti-parallel face-to-face stacking between isoindole rings deprives the two reactive centers of an intermolecular approach.
ISSN:0009-2363
1347-5223
DOI:10.1248/cpb.42.947