Bis-phenol A Cyclophanes: Synthesis, Crystal Structures and Binding Studies |
| |
Authors: | Maija Nissinen Antonella Dalla Cort Stefania Amabile Luigi Mandolini Kari Rissanen |
| |
Institution: | (1) Department of Chemistry, University of Jyväskylä, P.O. Box 35, 40351 Jyväskylä, Finland.;(2) Dipartimento di Chimica and Centro CNR di Studio sui Meccanismi di Reazione, Universitá La Sapienza, Box 34, Roma 62, 00185 Roma, Italy. |
| |
Abstract: | The synthesis and structural characterisation of three new macrocyclicbis-phenol A cyclophane ethers are described. The solid state structuresof two of the cyclophanes were determined by single crystal X-raydiffraction. Cyclophane 3 crystallises in the orthorhombic spacegroup Pbca with unit cell dimensions of a = 11.533(7), b = 29.383(8),c = 14.927(8) Å and cyclophane 4 in the monoclinic spacegroup P21/n with cell dimensions of a = 11.585(4), b = 11.839(2), c = 18.866(2) Å, = 94.48(2)°.The X-ray crystalstructures reveal distorted conformations, thus supporting the weak bindingof quats in solution observed by the NMR studies. In the crystalline state bothmacrocycles were found to form self-complementary dimers held together byweak intermolecular - and CH- interactions. The bindingbehaviour towards a series of tetralkylammonium cations was determinedby 1H NMR titration in CDCl3 solution. The interactions between the hosts and the quats were clearly detectable but too weak to be translated into meaningful equilibrium constants. |
| |
Keywords: | bis-phenol A cyclophanes X-ray crystal structures NMR spectroscopy |
本文献已被 SpringerLink 等数据库收录! |
|