Communication

Active versus Passive Substituent Participation in the Auxiliary-Mediated Asymmetric Synthesis of an Octahedral Metal Complex

  1. Liang-An Chen1,
  2. Jiajia Ma1,
  3. Dr. Mehmet Ali Celik2,
  4. Hong-Lang Yu1,
  5. Prof. Zexing Cao1,
  6. Prof. Dr. Gernot Frenking2,
  7. Prof. Lei Gong1,*,
  8. Prof. Dr. Eric Meggers1,2,*

Article first published online: 22 AUG 2012

DOI: 10.1002/asia.201200532

Issue

Chemistry – An Asian Journal

Chemistry – An Asian Journal

Volume 7, Issue 11, pages 2523–2526, November 2012

Additional Information

How to Cite

Chen, L.-A., Ma, J., Celik, M. A., Yu, H.-L., Cao, Z., Frenking, G., Gong, L. and Meggers, E. (2012), Active versus Passive Substituent Participation in the Auxiliary-Mediated Asymmetric Synthesis of an Octahedral Metal Complex. Chem. Asian J., 7: 2523–2526. doi: 10.1002/asia.201200532

Author Information

  1. 1

    College of Chemistry and Chemical Engineering, Xiamen University, Xiamen 361005 (P. R. China), Fax: (+86) 592-2185821

  2. 2

    Fachbereich Chemie, Hans-Meerwein-Straße, Philipps-Universität Marburg, 35043 Marburg (Germany)

*College of Chemistry and Chemical Engineering, Xiamen University, Xiamen 361005 (P. R. China), Fax: (+86) 592-2185821

Publication History

  1. Issue published online: 10 OCT 2012
  2. Article first published online: 22 AUG 2012
  3. Manuscript Received: 14 JUN 2012

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Keywords:

  • asymmetric synthesis;
  • chiral auxiliary;
  • coordination chemistry;
  • stereocontrol;
  • sulfur
Thumbnail image of graphical abstract

Ambiguous chirality transfer: A surprising reversal of chirality transfer from carbon to metal is reported in the asymmetric synthesis of a chiral ruthenium complex, affording the metal-centered configuration Λ or Δ depending only on the chemical composition of the side chain of a chiral salicyloxazoline auxiliary.

Featured Compounds

Compound 1a
Molecular Weight:239.2692
Molecular Formula:C15H13NO2
InChIKey:IZKPOGDNFMTRFD-CYBMUJFWSA-N
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Compound 1b
Molecular Weight:223.291
Molecular Formula:C11H13NO2S
InChIKey:TWMWBDQYSLDSMD-MRVPVSSYSA-N
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Compound Λ-2a
Molecular Weight:651.7
Molecular Formula:C35H28N5O2Ru
InChIKey:QDMAFTNIEJAGBP-BXUUEFRQSA-M
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Compound Δ-2b
Molecular Weight:635.72
Molecular Formula:C31H28N5O2RuS
InChIKey:KKAWKNSVURSEJE-VFIYQRISSA-M
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Compound 1c
Molecular Weight:251.345
Molecular Formula:C13H17NO2S
InChIKey:PIIGLMLESACDPH-NSHDSACASA-N
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Compound 1d
Molecular Weight:205.253
Molecular Formula:C12H15NO2
InChIKey:PEIGDBKGLZKVBT-VIFPVBQESA-N
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Compound 1e
Molecular Weight:237.318
Molecular Formula:C12H15NO2S
InChIKey:MAUSVBJFGLBNEM-VIFPVBQESA-N
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Compound Λ-2b
Molecular Weight:635.72
Molecular Formula:C31H28N5O2RuS
InChIKey:KKAWKNSVURSEJE-VFIYQRISSA-M
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Compound Λ-2c
Molecular Weight:649.75
Molecular Formula:C32H30N5O2RuS
InChIKey:HWKXKGXOBPHKRL-VYKGQMGOSA-M
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Compound Λ-2d
Molecular Weight:617.68
Molecular Formula:C32H30N5O2Ru
InChIKey:PAXATNDLICUULN-DXYFNVQQSA-M
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Compound Λ-2e
Molecular Weight:649.75
Molecular Formula:C32H30N5O2RuS
InChIKey:QDVIDURVYOIDOH-DXYFNVQQSA-M
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Compound Δ-2a
Molecular Weight:651.7
Molecular Formula:C35H28N5O2Ru
InChIKey:QDMAFTNIEJAGBP-BXUUEFRQSA-M
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Compound Δ-2c
Molecular Weight:649.75
Molecular Formula:C32H30N5O2RuS
InChIKey:HWKXKGXOBPHKRL-VYKGQMGOSA-M
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Compound Δ-2d
Molecular Weight:617.68
Molecular Formula:C32H30N5O2Ru
InChIKey:PAXATNDLICUULN-DXYFNVQQSA-M
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Compound Δ-2e
Molecular Weight:649.75
Molecular Formula:C32H30N5O2RuS
InChIKey:QDVIDURVYOIDOH-DXYFNVQQSA-M
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Compound 1
Molecular Weight:Not Available
Molecular Formula:Not Available
InChIKey:Not Available
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Compound Λ-2
Molecular Weight:Not Available
Molecular Formula:Not Available
InChIKey:Not Available
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Compound Δ-2
Molecular Weight:Not Available
Molecular Formula:Not Available
InChIKey:Not Available
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