Designed Self-Assembly of Molecular Necklaces Using Host-Stabilized Charge-Transfer Interactions
- 29 January 2004
- journal article
- research article
- Published by American Chemical Society (ACS) in Journal of the American Chemical Society
- Vol. 126 (7), 1932-1933
- https://doi.org/10.1021/ja031567t
Abstract
A novel approach to the noncovalent synthesis of molecular necklaces successfully led to the first quantitative self-assembly of a molecular necklace [6]MN, in which five small rings are threaded on a large ring, from 10 components. Our strategy involves the host−guest complex formation between the molecular host cucurbit[8]uril (CB[8]) and a guest molecule in which an electron donor and an electron acceptor unit are connected by a rigid linker with a proper angle, to form a cyclic oligomer through the host-stabilized intermolecular charge-transfer (CT) complex formation. In the structure of the molecular necklace [6]MN, five molecules of the guest form a cyclic framework by the intermolecular CT interactions, on which five CB[8] molecules are threaded with an arrangement reminiscent of a five-fold propeller. The molecular necklace measures ∼3.7 nm in diameter and ∼1.8 nm in thickness.Keywords
This publication has 17 references indexed in Scilit:
- A [2]Pseudorotaxane‐Based Molecular Machine: Reversible Formation of a Molecular Loop Driven by Electrochemical and Photochemical StimuliAngewandte Chemie International Edition, 2003
- Cucurbituril Homologues and Derivatives: New Opportunities in Supramolecular ChemistryAccounts of Chemical Research, 2003
- Unprecedented host-induced intramolecular charge-transfer complex formationElectronic supplementary information (ESI) available: synthetic procedure and characterization data of 1 and 2. See http://www.rsc.org/suppdata/cc/b2/b208280b/Chemical Communications, 2002
- Toward Self-Organization and Complex MatterScience, 2002
- Crystal Engineering: from Structure to FunctionScience, 2002
- Making molecular-necklaces from rotaxanesTetrahedron, 2002
- A [2]Catenane-Based Solid State Electronically Reconfigurable SwitchScience, 2000
- Molecular Necklace: Quantitative Self-Assembly of a Cyclic Oligorotaxane from Nine MoleculesJournal of the American Chemical Society, 1998
- Multiring interlocked systems: structure elucidation by electrospray mass spectrometryJournal of the American Chemical Society, 1991
- Fourier transform pulsed-gradient spin-echo studies of molecular diffusionProgress in Nuclear Magnetic Resonance Spectroscopy, 1987