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Asymmetric synthesis of stereogenic-at-iridium(III) complexes through Pd-catalyzed kinetic resolution

Author

Listed:
  • Yun-Peng Chu

    (Shanghai Jiao Tong University)

  • Xue-Lin Yue

    (Shanghai Jiao Tong University)

  • De-Hai Liu

    (Shanghai Jiao Tong University)

  • Chuanyong Wang

    (Yangzhou University)

  • Jiajia Ma

    (Shanghai Jiao Tong University)

Abstract

Metal-centered chirality has been recognized for over one century, and stereogenic-at-metal complexes where chirality is exclusively attributed to the metal center due to the specific coordination pattern of achiral ligands around the metal ion, has been broadly utilized in diverse areas of natural science. However, synthesis of these molecules remains constrained. Notably, while asymmetric catalysis has played a crucial role in the production of optically active organic molecules, its application to stereogenic-at-metal complexes is less straightforward. In this study, we introduce a kinetic resolution strategy employing a Pd-catalyzed asymmetric Suzuki-Miyaura cross-coupling reaction that efficiently produces optically active stereogenic-at-iridium complexes from racemic mixtures with high selectivity (achieving an s-factor of up to 133). This method enables further synthesis of complexes relevant to chiral metallodrugs and photosensitizers, underscoring the practical utility of our approach. Mechanistic studies suggest that reductive elimination is likely the turnover-limiting step over the Suzuki-Miyaura cross-coupling.

Suggested Citation

  • Yun-Peng Chu & Xue-Lin Yue & De-Hai Liu & Chuanyong Wang & Jiajia Ma, 2025. "Asymmetric synthesis of stereogenic-at-iridium(III) complexes through Pd-catalyzed kinetic resolution," Nature Communications, Nature, vol. 16(1), pages 1-10, December.
  • Handle: RePEc:nat:natcom:v:16:y:2025:i:1:d:10.1038_s41467-024-55341-4
    DOI: 10.1038/s41467-024-55341-4
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    1. Haohua Huo & Xiaodong Shen & Chuanyong Wang & Lilu Zhang & Philipp Röse & Liang-An Chen & Klaus Harms & Michael Marsch & Gerhard Hilt & Eric Meggers, 2014. "Asymmetric photoredox transition-metal catalysis activated by visible light," Nature, Nature, vol. 515(7525), pages 100-103, November.
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