An Alternative to ‘propylene/Leonard linker’ for Studying Arene Interactions in Flexible Pyrazolo[3,4-d]pyrimidine Core Based Models Both at Molecular and Supramolecular Levels
IR@IICB: CSIR-Indian Institute of Chemical Biology, Kolkata
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| Title |
An Alternative to ‘propylene/Leonard linker’ for Studying Arene Interactions in Flexible Pyrazolo[3,4-d]pyrimidine Core Based Models Both at Molecular and Supramolecular Levels
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| Creator |
Avasthi, Kamlakar
Ansari, Amantullah Kant, Ruchir Maulik, Prakas R Ravikumar, Krishnan Chattopadhyay, Partha Adhikary, Nirmal D |
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| Subject |
Chemistry
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| Description |
An alternative C-3 linker to ‘propylene/Leonard linker’ is proposed for studying arene interactions in
face-to-face (offset) mode. The two new flexible symmetrical compounds with an electron deficient
pyrazolo[3,4-d]pyrimidine core and biologically important isomeric purine systems and one
dissymmetrical compound with a pyrazolo[3,4-d]pyrimidine core and electron-rich carbazole residue at
the termini of the new linker show folding due to intramolecular p–p interactions by both 1H NMR in
solution and X-ray crystallography in the solid state. Surprisingly, the replacement of the 4-
methylsulfanyl group of the dissymmetrical compound by an electron donating methoxy group shows
open conformation in the solid state by X-ray crystallography. The fifth symmetrical compound with
an electron-rich carbazole residue at the termini of new linker, however, shows the normally expected
open conformation.
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| Date |
2011
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| Type |
Article
PeerReviewed |
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| Format |
application/pdf
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| Identifier |
http://www.eprints.iicb.res.in/59/1/CRYSTENGCOMM%2C13(6)%2C2039%2D2046%2C2011[104].pdf
Avasthi, Kamlakar and Ansari, Amantullah and Kant, Ruchir and Maulik, Prakas R and Ravikumar, Krishnan and Chattopadhyay, Partha and Adhikary, Nirmal D (2011) An Alternative to ‘propylene/Leonard linker’ for Studying Arene Interactions in Flexible Pyrazolo[3,4-d]pyrimidine Core Based Models Both at Molecular and Supramolecular Levels. Cryst Eng Comm, 13 (6). pp. 2039-2046. |
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| Relation |
http://dx.doi.org/10.1039/C0CE00336K
http://www.eprints.iicb.res.in/59/ |
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