Stackabilization: self-assembling bispidinophanes

被引：4

作者：

Sharma, Sakshi ^{[1
]}

Gopalakrishna, M. V. S. ^{[1
]}

Venugopalan, P. ^{[2
]}

Suresh, Cherumuttathu H. ^{[3
]}

Haridas, V. ^{[1
]}

机构：

[1] Indian Inst Technol Delhi, Dept Chem, New Delhi 110016, India

[2] Panjab Univ, Dept Chem, Chandigarh 160014, India

[3] CSIR NIIST, CSTD, Inorgan & Theoret Chem Sect, Trivandrum 695019, Kerala, India

来源：

TETRAHEDRON | 2015年 / 71卷 / 43期

关键词：

Bispidine; Macrocycles; Non-covalent interactions; Self-assembly; X-ray diffraction; AROMATIC INTERACTIONS; MOLECULAR RECOGNITION; WEAK-INTERACTIONS; PI-INTERACTION; TO-FACE; STACKING; STABILITY; BONDS; RINGS;

D O I：

10.1016/j.tet.2015.08.072

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

We report a novel class of preorganized macrocyclic compounds with a variety of shapes having diverse stackabilization properties. Macrocycle 3a resembles a calix[4]arene, while 3b and 3c adopt a sofa and lounger type conformation, respectively. X-ray crystallographic studies revealed that these macrocycles self-assemble solely utilizing non-conventional hydrogen bonding (C-H center dot center dot center dot O, CH center dot center dot center dot pi) and pi-pi interactions. Analysis of water-bound structure of 3a by crystallographic and theoretical studies reveals that 3a has versatile binding features similar to calix[4]arene. (C) 2015 Elsevier Ltd. All rights reserved.

引用

页码：8302 / 8306

页数：5

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