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Solid-Phase Synthesis of Potential Molecular Wires. Attachment of Molecular Alligator Clips

Published online by Cambridge University Press:  10 February 2011

LeRoy Jones II  and
James M. Tour
LeRoy Jones II
Affiliation:
Department of Chemistry and Biochemistry, University of South Carolina, Columbia, SC 29208
James M. Tour
Affiliation:
Department of Chemistry and Biochemistry, University of South Carolina, Columbia, SC 29208
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Abstract

Described is the solid-phase and solution-phase synthesis of oligo(2-dodecylphenyleneethynylene) s via an iterative divergent/convergent approach. Synthesized were the monomer, dimer, tetramer, octamer and 16-mer of the oligo(2-dodecylphenylene-thynylene)s. The synthetic protocol for the synthesis and attachment of protected thiol-containing end groups is also described which may serve as molecular alligator clips for adhesion to gold surfaces. These oligomers may act as molecular wires in molecular electronic devices.

Type
Research Article
Information
MRS Online Proceedings Library (OPL) , Volume 413: Symposium W – Electrical, Optical, and Magnetic Properties of Organic Solid State Materials III , 1995 , 401
Copyright
Copyright © Materials Research Society 1996

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References

REFERENCES

1. Purcell, S. W., Garcia, N., Binh, V. T., Jones, L. II and Tour, J. M., J. Am. Chem. Soc. 116, 11985 (1994).Google Scholar
2. Nanostructures and Mesoscopic Systems, edited by Kirk, W. P. and Reed, M. A. (Academic, San Diego, 1992).Google Scholar
3. Miller, J. S., Adv. Mater. 2, 378, 495, 601 (1990).Google Scholar
4. Kenny, P. W. and Miller, L. L., J. Chem. Soc., Chem. Commun. 1988, 85.Google Scholar
5. Jones, L. II and Tour, J. M., Prep., Polym. (Am. Chem. Soc., Div. Polym. Chem.) 36(2), 233 (1995).Google Scholar
6. Igner, E., Paynter, O. I., Simmonds, D. J. and Whiting, M. C.,, J. Chem. Soc., Perkin Trans. 1 1987, 2447.Google Scholar
7. Polymer-Supported Reactions in Organic Synthesis, edited by Hodge, P. and Sherrington, D. C. (Wiley, New York, 1980) p. xii.Google Scholar
8. Schumm, J. S., Pearson, D. L. and Tour, J. M., Angew. Chem. Int. Ed. Engl. 33, 1360 (1994).Google Scholar
9. Merrifield, R. B., J. Am. Chem. Soc. 85, 2149 (1963).Google Scholar
10. Young, J. K., Nelson, J. C. and Moore, J. S., J. Am. Chem. Soc. 116, 10841 (1994).Google Scholar
11. Grindley, T. B., Johnson, D. F., Katritsky, A. R., Keogh, H. J., Thirkettle, C. and Topsom, R. D., J. Chem. Soc., Perkin Trans. 2 3, 282 (1974).Google Scholar
12. Abbott, N. L., Folkers, J. P. and Whitesides, G. M., Science 257, 1380 (1992).Google Scholar
13. Tour, J. M., Jones, L. II, Pearson, D. L., Lamba, J. J. S., Burgin, T., Whitesides, G. M., Allara, D. L., Parikh, A. N. and Atre, S., J. Am. Chem. Soc. 117, 9529 (1995).Google Scholar