4.4 Article

Asymmetric polymerisation of substituted phenylacetylene using chiral Rh(2,5-norbornadiene)(L-proline) catalyst

Journal

CHEMICAL PAPERS
Volume 69, Issue 5, Pages 756-760

Publisher

SPRINGER INTERNATIONAL PUBLISHING AG
DOI: 10.1515/chempap-2015-0075

Keywords

asymmetric polymerisation; phenylacetylene; rhodium complex; L-proline

Funding

  1. National Natural Science Foundation of China [U1162123, 51103076, 21376127]
  2. Natural Science Foundation of Heilongjiang Province of China [LC2011C12, ZD201101]
  3. Scientific Research Fund of the Chinese Education Department for Returned Overseas Students
  4. Graduate Student Innovation Research Foundation of the Education Department of Heilongjiang Province of China [YJSCX2012-391HLJ]
  5. Overseas Scholars Foundation of the Eduction Department of Heilongjiang Province of China [1251H012]
  6. New Century Excellent Talents of the Education Department of Heilongjiang Province [1253-NCET-24]

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The Rh(nbd)(L-proline) (nbd = 2,5-norbornadiene) catalyst was synthesised with L-proline as ligand. The achiral monomer phenylacetylene, having two hydroxyl groups and a dodecyl group (DoDHPA), was polymerised for the first time using an isolated chiral Rh(nbd)(L-proline) as catalyst to afford polymers of M-r of 28.5 x 10(4) and 36.2 x 10(4). The resulting polymers exhibited the Cotton effect at wavelengths assignable to the main chain, indicating that the polymers adopted one-handed helical conformation. These findings suggest that the rhodium complex with chiral amine may be the true active species for helix-sense-selective polymerisation (HSSP) of DoDHPA. (C) 2014 Institute of Chemistry, Slovak Academy of Sciences

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