Design and synthesis of pyrazolo[3,4-d]pyrimidine core based dissymmetrical 'Leonard linker' compounds:: 1H NMR and crystallographic evidence for folded conformation due to arene interactions

被引：19

作者：

Avasthi, K ^{[1
]}

Farooq, SM

Raghunandan, R

Maulik, PR

机构：

[1] Cent Drug Res Inst, Med & Proc Chem Div, Lucknow 226001, Uttar Pradesh, India

[2] Cent Drug Res Inst, Mol & Struct Biol Div, Lucknow 226001, Uttar Pradesh, India

来源：

JOURNAL OF MOLECULAR STRUCTURE | 2006年 / 785卷 / 1-3期

关键词：

H-1 NMR spectroscopy; C-ray crystallography; arene interactions; conformation;

D O I：

10.1016/j.molstruc.2005.10.005

中图分类号：

O64 [物理化学（理论化学）、化学物理学];

学科分类号：

070304 ; 081704 ;

摘要：

Proton NMR analysis of two newly synthesized 'Leonard/trimethylene linker' dissymmetrical compounds 1-(4,6-dimethylsulfanyl-1H-pyrazolo[3,4-d]pyrimidin-1-yl)-3-(5-methyl-6-methylsulfanyl-4-oxo-1,5-dihydropyrazolo[3,4-d]pyrimidin-1-yl)propane (8) and 1-(4-methoxy-6-methylsulfanyl-1H-pyrazolo[3,4-d]pyrimidin-1-yl)-3-(6-methoxy-5-methyl-4-oxo-1,5-dihydropyrazolo[3,4-d]pyrimidin-1-yl)propane (10) show intramolecularly stacked conformation in solution. X-Ray crystallography of dissymmetrical 'Leonard/trimethylene linker' compound (9) based on pyrazolo[3,4-d]pyrimidine core, for the first time, shows unusual U-motif formed due to intramolecular pi-pi stacking interactions, which is similar to earlier related symmetrical compounds 1 & 2. Supramolecular structures of new compound (8) show additional CH...O, CH...N, CH...S and S...S interactions. (c) 2005 Elsevier B.V. All rights reserved.

引用

页码：106 / 113

页数：8

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