X-ray crystallographic studies of a 1,3-alternate-calix[4]arene·Na+ complex. Is the cation-π interaction operative between the benzene rings and Na+?

Atsushi Ikeda; Hirohisa Tsuzuki; Seiji Shinkai

doi:10.1016/S0040-4039(00)74422-4

X-ray crystallographic studies of a 1,3-alternate-calix[4]arene·Na⁺ complex. Is the cation-π interaction operative between the benzene rings and Na⁺?

Atsushi Ikeda, Hirohisa Tsuzuki, Seiji Shinkai

Research output: Contribution to journal › Article › peer-review

38 Citations (Scopus)

Abstract

The structure of a 1,3-alternate-calix[4]arene·Na⁺ complex was determined by X-ray crystallography for the first time. It showed that two well-preorganized oxygen bases (OCH₂CO groups) contribute to the Na⁺-binding whereas two π-basic benzene rings, unlike those for the K⁺ complex, are not involved. The complex adopts a highly symmetrical structure, which is the origin of the facile "Na⁺-tunneling" across the 1,3-alternate-calix[4]arene cavity.

Original language	English
Pages (from-to)	8417-8420
Number of pages	4
Journal	Tetrahedron Letters
Volume	35
Issue number	45
DOIs	https://doi.org/10.1016/S0040-4039(00)74422-4
Publication status	Published - Nov 7 1994
Externally published	Yes

All Science Journal Classification (ASJC) codes

Biochemistry
Drug Discovery
Organic Chemistry

Access to Document

10.1016/S0040-4039(00)74422-4

Cite this

@article{111ebe8b806f406799e7e524bcfd2adc,

title = "X-ray crystallographic studies of a 1,3-alternate-calix[4]arene·Na+ complex. Is the cation-π interaction operative between the benzene rings and Na+?",

abstract = "The structure of a 1,3-alternate-calix[4]arene·Na+ complex was determined by X-ray crystallography for the first time. It showed that two well-preorganized oxygen bases (OCH2CO groups) contribute to the Na+-binding whereas two π-basic benzene rings, unlike those for the K+ complex, are not involved. The complex adopts a highly symmetrical structure, which is the origin of the facile {"}Na+-tunneling{"} across the 1,3-alternate-calix[4]arene cavity.",

author = "Atsushi Ikeda and Hirohisa Tsuzuki and Seiji Shinkai",

year = "1994",

month = nov,

day = "7",

doi = "10.1016/S0040-4039(00)74422-4",

language = "English",

volume = "35",

pages = "8417--8420",

journal = "Tetrahedron Letters",

issn = "0040-4039",