Cis, Isotactic Selective ROMP of Norbornenes Fused with N-Arylpyrrolidines. Double Stranded Polynorbornene-Based Ladderphanes with Z-Double Bonds
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Upon treatment with a molybdenum-carbene with bidentate substituted biaryl-o,o′-diphenoxide ligand 12, norbornene fused with N-aryl-endo-pyrrolidine 9a undergoes ROMP to give exclusively polynorbornene with cis, isotactic-selectivity. Bis(norbornenes) connected with ferrocene 18 or benzene 20 linkers yield the corresponding double-stranded ladderphanes 19 and 21, respectively with isotactic stereochemistry having all double bonds in Z-configuration. Like the corresponding ladderphanes with E-double bonds, ladderphane 19 also assembles on HOPG to give a highly ordered two-dimensional array as revealed by STM images.
Date issued
2012-10Department
Massachusetts Institute of Technology. Department of ChemistryJournal
Macromolecules
Publisher
American Chemical Society (ACS)
Citation
Zhu, Lei, Margaret M. Flook, Shern-Long Lee, Li-Wei Chan, Shou-Ling Huang, Ching-Wen Chiu, Chun-Hsien Chen, Richard R. Schrock, and Tien-Yau Luh. “Cis, Isotactic Selective ROMP of Norbornenes Fused with N-Arylpyrrolidines. Double Stranded Polynorbornene-Based Ladderphanes with Z-Double Bonds.” Macromolecules 45, no. 20 (October 23, 2012): 8166-8171.
Version: Author's final manuscript
ISSN
0024-9297
1520-5835