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Zur Chemie der Pyrrolpigmente, 56. Mitt.

On the chemistry of pyrrole pigments, LVI: Phytochrome model studies: The induced and natural chiroptical properties of bilatrienes-abc and 2,3-dihydrobilatrienes-abc

Phytochrommodellstudien: Die induzierten und natürlichen chiroptischen Eigenschaften von Bilatrienen-abc und 2,3-Dihydrobilatrienen-abc

  • Organische Chemie Und Biochemie
  • Published:
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Abstract

From an investigation of the ICD of bilatrienes-abc and 2,3-dihydrobilatrienes-abc induced by mixtures of CCl4 with (+)-cis-Pinane, (−)-lactic and (+)-tartaric acid esters it is concluded that specific interactions between chromophore and the chiral reagents afford a partial resolution of the labile racemate of helices. Attaching chiral residues covalently to the chromophore induces very low resolution of the same kind in case of apolar ligands like a cholesteryl-residue. However, with polar ligands as in the case ofBoc-lysyl derivatives enantiomeric excesses up to 90% are achieved depending on the solvent used.

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Authors and Affiliations

  1. Institut für Analytische, Organische und Physikalische Chemie, Johannes-Kepler-Universität, A-4040, Linz, Austria

    Josef Edinger, Heinz Falk, Walter Jungwirth, Norbert Müller & Ulrich Zrunek

Authors
  1. Josef Edinger
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  2. Heinz Falk
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  3. Walter Jungwirth
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  4. Norbert Müller
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  5. Ulrich Zrunek
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Additional information

Herrn Prof. Dr.Karl Schlögl zu seinem 60. Geburtstag gewidmet.

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Edinger, J., Falk, H., Jungwirth, W. et al. Zur Chemie der Pyrrolpigmente, 56. Mitt.. Monatsh Chem 115, 1081–1099 (1984). https://doi.org/10.1007/BF00798775

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  • DOI: https://doi.org/10.1007/BF00798775

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