Conformational Control due to Arene Interactions in Dissymmetrical Diaryl 2-Methylenepropylidene Both in Solution and Solid State
IR@CDRI: CSIR-Central Drug Research Institute, Lucknow
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Creator |
Avasthi, Kamlakar
Shukla, Lakshmi Kant, Ruchir Ravikumar, Krishnan |
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Date |
2015-03-30T11:42:32Z
2015-03-30T11:42:32Z 2014 |
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Identifier |
Journal of Structural Chemistry, 2014, 55(8), 1587-1595
http://hdl.handle.net/123456789/1443 |
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Description |
We have designed and synthesized dissymmetrical diaryl 2-methylenepropylidenes based on pyrazolo[3,4-d]pyrimidine core for studying conformational control due to arene interactions in face-to-face (offset) mode. Dissymmetrical 2-methylenepropylidene linker models (N1-N1 isomers) show intramolecular π‒π stacking (folded conformation) by 1H NMR in solution which carries over to solid state as revealed by single crystal X-ray crystallography. Corresponding, N1-N2 isomers do not show intramolecular π‒π stacking at molecular level. In addition to arene interactions crystal structures are also stabilized by intermolecular C−H…O, C−H…S or C−H…N interactions.
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561876 bytes
application/pdf |
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Language |
en
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Relation |
CSIR-CDRI Communication No. 8703
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Subject |
Arene interaction
2-Methylenepropylidene linker Pyrazolo[3,4-d]pyrimidine X-ray structure |
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Title |
Conformational Control due to Arene Interactions in Dissymmetrical Diaryl 2-Methylenepropylidene Both in Solution and Solid State
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Type |
Article
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