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Synfacts 2007(8): 0820-0820  
DOI: 10.1055/s-2007-968776
Synthesis of Materials and Unnatural Products
© Georg Thieme Verlag Stuttgart · New York

Replication of A Single-Stranded Polynorbornene

Contributor(s): Timothy M. Swager, Wei Zhang
N.-T. Lin, S.-Y. Lin, S.-L. Lee, C.-H. Chen, C.-H. Hsu, L. P. Hwang, Z.-Y. Xie, C.-H. Chen, S.-L. Huang, T.-Y. Luh*
National Taiwan University, Academia Sinica, Taipei, Taiwan
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Publication History

Publication Date:
24 July 2007 (online)

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Significance

Double-stranded polymer 6 was synthesized via a template approach by using ring-opening-metathesis polymerization (ROMP). Silylation of 1 followed by hydrolysis and subsequent Mitsunobu reaction with alcohol 2 provided ester 3 in 40% yield. ROMP of norbornene monomer 3 with 7 mol% Grubbs I catalyst afforded polymer 4 in 92% yield with an M n value of 12000 (PDI = 1.3). Desilylation of 4 followed by esterification with acid chloride 5 and subsequent ROMP provided the double-stranded polymer 6, which was characterized by NMR spectroscopy, MALDI-MS, gel permeation chromatography (GPC) and scanning tunneling microscopy (STM).