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Synfacts 2008(12): 1282-1282
DOI: 10.1055/s-0028-1087312
DOI: 10.1055/s-0028-1087312
Synthesis of Materials and Unnatural Products
© Georg Thieme Verlag
Stuttgart ˙ New YorkHelical Polymer of Porphyrin and a Chiral Pd(II) Complex
Contributor(s):Timothy M. Swager, Rebecca R. ParkhurstM. A. Alam, A. Tsuda, Y. Sei, K. Yamaguchi, T. Aida*
University of Tokyo, Tokushima Bunri University, Sanuki-city and PRESTO, Japan Science Technology Agency, Saitama, Japan
Translation of Helical Chirality from Polymer into Monomer: Supramolecular Polymerization of a Chirality-Memory Molecule with an Asymmetric Pd(II) Complex
Tetrahedron 2008, 64: 8264-8270
University of Tokyo, Tokushima Bunri University, Sanuki-city and PRESTO, Japan Science Technology Agency, Saitama, Japan
Translation of Helical Chirality from Polymer into Monomer: Supramolecular Polymerization of a Chirality-Memory Molecule with an Asymmetric Pd(II) Complex
Tetrahedron 2008, 64: 8264-8270
Further Information
Publication History
Publication Date:
20 November 2008 (online)
Key words
supramolecular polymers - helical chirality - saddle-shaped porphyrins
Significance
Saddle-shaped porphyrins such as 1 exist as an equilibrium between enantiomeric conformations. Based on previous studies, the authors hypothesized and showed that addition of a chiral Pd(II) complex would lead to formation of a one-handed helical polymer favoring one enantiomer.
Comment
Displacement of monomer 1 with DPPP [1,3-bis(diphenylphosphino)propane] in acid allowed the translation of chirality from the helix to the favored enantiomer. This concept could be used for applications in chiral sensing and asymmetric synthesis.