The synthesis of a pyrrole-functionalized cyclobis( paraquat-p-phenylene) derivative and its corresponding [2]rotaxane and [2]catenane and their subsequent deposition onto an electrode surface

Cooke, G. , Daniels, L. M., Cazier, F., Garety, J. F., Hewage, S. G., Parkin, A., Rabani, G., Rotello, V. M., Wilson, C. C. and Woisel, P. (2007) The synthesis of a pyrrole-functionalized cyclobis( paraquat-p-phenylene) derivative and its corresponding [2]rotaxane and [2]catenane and their subsequent deposition onto an electrode surface. Tetrahedron, 63(45), pp. 11114-11121. (doi: 10.1016/j.tet.2007.08.027)

Abstract

We report the convenient synthesis of a pyrrole-functionalized tetracationic cyclophane, [2]rotaxane, and [2]catenane. X-ray crystallography has confirmed the interlocked structure of the catenane. We have investigated the solution properties of these systems using solution electrochemistry, NMR, and UV-vis spectroscopy. We have also demonstrated that it is possible to immobilize these systems onto a platinum working electrode surface. We have shown that films of the cyclophane have the ability to undergo complexation with a di-alkyloxynaphthalene derivative. .

• Item Type: Articles
• Keywords: <2>CATENANE ACID CATENANE CRYSTAL-STRUCTURES CRYSTALLOGRAPHY ELECTROCHEMISTRY FILMS MOLECULAR MECCANO NMR ORDER OXIDATION PSEUDOPOLYROTAXANES SPECTROSCOPY Structure SURFACE SYSTEM SYSTEMS X-RAY X-Ray Crystallography
• Status: Published
• Refereed: Yes
• Glasgow Author(s) Enlighten ID: Cooke, Professor Graeme and Wilson, Professor Charles and Rabani, Dr Gouher and Parkin, Dr Andrew
• Authors: Cooke, G., Daniels, L. M., Cazier, F., Garety, J. F., Hewage, S. G., Parkin, A., Rabani, G., Rotello, V. M., Wilson, C. C., and Woisel, P.
• College/School: College of Science and Engineering > School of Chemistry
• Journal Name: Tetrahedron
• ISSN: 0040-4020