论文信息 - Intermolecular stacking in pyrazolo[3,4-d]pyrimidine-based pentamethylene-linked flexible molecules.

Intermolecular stacking in pyrazolo[3,4-d]pyrimidine-based pentamethylene-linked flexible molecules.

The crystal structures of 1-[5-[4,6-bis(methylsulfanyl)-2H-pyrazolo[3,4-d]pyrimidin-2-yl]pentyl]-6-methylsulfanyl-4-(pyrrolidin-1-yl)-1H-pyrazolo[3,4-d]pyrimidine, C(22)H(29)N(9)S(3), and 6-methylsulfanyl-1-[5-[6-methylsulfanyl-4-(pyrrolidin-1-yl)-2H-pyrazolo[3,4-d]pyrimidin-2-yl]pentyl]-4-(pyrrolidin-1-yl)-1H-pyrazolo[3,4-d]pyrimidine, C(25)H(34)N(10)S(2), which differ in having either a pyrrolidine substituent or a methylsulfanyl group, show intermolecular stacking due to aromatic pi-pi interactions between the pyrazolo[3,4-d]pyrimidine rings.

A. Tewari | Ashoke Sharon | P. Maulik | K. Avasthi | Sheikh M. Farooq

[1] S. Tsuzuki,et al. Origin of attraction and directionality of the pi/pi interaction: model chemistry calculations of benzene dimer interaction. , 2002, Journal of the American Chemical Society.

[2] J. Howard,et al. 1H NMR and X-ray crystallographic analysis of 1,2-bis(4,6-diethylthio-1H-pyrazolo[3,4-d]pyrimidin-1-yl)ethane and its ‘propylene linker’-analog: molecular recognition versus crystal engineering ☆ , 2001 .

[3] P Hobza,et al. Structure, energetics, and dynamics of the nucleic Acid base pairs: nonempirical ab initio calculations. , 1999, Chemical reviews.

[4] D. S. Bhakuni,et al. A Convenient and General Synthesis of 1,ω-Bis(4,6-dimethylthio- 1H-pyrazolo(3,4-d)pyrimidin-1-yl)alkanes and Their Regioisomers. , 1996 .

[5] Gautam R. Desiraju,et al. Supramolecular Synthons in Crystal Engineering—A New Organic Synthesis , 1995 .

[6] J. Eisinger,et al. Synthetic spectroscopic models related to coenzymes and base pairs. II. Evidence for intramolecular base-base interactions in dinucleotide analog. , 1968, Journal of the American Chemical Society.