From solutions to surfaces: Exploring the effect of surface confinement on molecular photochemistry and conformational behavior

ORGN 495

Wesley R. Browne, w.r.browne@rug.nl1, Jetsuda Areephong, j.areephong@rug.nl1, Nathalie Katsonis, n.h.katsonis@rug.nl1, Johan Hjelm2, and Ben L. Feringa, b.l.feringa@rug.nl1. (1) Stratingh Institute for Chemistry, University of Groningen, Nijenborgh 4, Groningen, 9747AG, Netherlands, (2) Frederiksborgvej 399, Risoe National Laboratory, P.O. Box 49, Roskilde, DK-4000, Denmark
The development of smart materials and surfaces based on molecular systems requires the incorporation of responsive components. In this regard thermo-, electro- and photo-chromic systems are of considerable interest.1 In this presentation, several relatively simple molecular systems,2 which show complex yet elegant chromic behaviour under a range of stimuli, will be discussed. In addition to systems which employ changes in bonding to achieve chromic behaviour,2,3 examples of chromic systems that employ changes in conformation rather than bond-breaking/making in producing chromic behaviour will be presented.4 The immobilisation of chromic systems on surfaces2 will be described and the effect of immobilisation on their redox and photochromic behaviour explored.

(1) B. L. Feringa, Molecular Switches, Wiley-VCH, Weinheim, Germany, 2001; M. A. Ratner and J. Jortner, Molecular Electronics, Blackwell, Oxford, 1997; Y. Yokoyama, Chem. Rev., 2000, 100, 1717; B. L. Feringa, R. A. van Delden, N. Koumura and E. M. Geertsema, Chem. Rev. 2000, 100, 1789; J.-P. Sauvage (ed.), Molecular Machines and Motors. Struc. Bond. 2001, vol. 99; M. Irie, Chem. Rev., 2000, 100, 1683; F. M. Raymo and M. Tomasulo, Chem. Soc. Rev. 2005, 34, 327.

(2) J. Areephong, W. R. Browne, N. Katsonis, B. L. Feringa, Chem. Commun. 2006, 3930-3932.

(3) (a) W. R. Browne, J. J. D. de Jong, T. Kudernac, M. Walko, L. N. Lucas, K. Uchida, J. H. van Esch, B. L. Feringa, Chem. Eur. J. 2005, 11, 6414-6429. ibid, 6430-6441. (b) J. J. D. de Jong, W. R. Browne, M. Walko, L. N. Lucas, L. J. Barrett, J. J. McGarvey, J. H. van Esch, B. L. Feringa, Org. Biomol. Chem. 2006, 4, 2387-2392.

(4) W. R. Browne, M. M. Pollard, B. de Lange, A. Meetsma, B. L. Feringa, J. Am. Chem. Soc. 2006, 126, 12412-12413

 

Materials, Devices and Switches
1:00 PM-4:40 PM, Wednesday, April 9, 2008 Morial Convention Center -- La Nouvelle, Blrm. C, Oral

Division of Organic Chemistry

The 235th ACS National Meeting, New Orleans, LA, April 6-10, 2008