Get access
Advertisement

Imidazolium-Based Organic–Inorganic Hybrid Silica as a Functional Platform Dramatically Boosts Chiral Organometallics Performance in Asymmetric Catalysis

Authors

  • Daquan Xia,

    1. Key Laboratory of Resource Chemistry of Ministry of Education, Shanghai Key Laboratory of Rare Earth Functional Materials, Shanghai Normal University, Address: No.100 Guilin Rd. Fax: (+86) 2164321819
    Search for more papers by this author
  • Tanyu Cheng,

    1. Key Laboratory of Resource Chemistry of Ministry of Education, Shanghai Key Laboratory of Rare Earth Functional Materials, Shanghai Normal University, Address: No.100 Guilin Rd. Fax: (+86) 2164321819
    Search for more papers by this author
  • Wei Xiao,

    1. Key Laboratory of Resource Chemistry of Ministry of Education, Shanghai Key Laboratory of Rare Earth Functional Materials, Shanghai Normal University, Address: No.100 Guilin Rd. Fax: (+86) 2164321819
    Search for more papers by this author
  • Ketang Liu,

    1. Key Laboratory of Resource Chemistry of Ministry of Education, Shanghai Key Laboratory of Rare Earth Functional Materials, Shanghai Normal University, Address: No.100 Guilin Rd. Fax: (+86) 2164321819
    Search for more papers by this author
  • Zhaoliang Wang,

    1. Key Laboratory of Resource Chemistry of Ministry of Education, Shanghai Key Laboratory of Rare Earth Functional Materials, Shanghai Normal University, Address: No.100 Guilin Rd. Fax: (+86) 2164321819
    Search for more papers by this author
  • Prof. Dr. Guohua Liu,

    Corresponding author
    1. Key Laboratory of Resource Chemistry of Ministry of Education, Shanghai Key Laboratory of Rare Earth Functional Materials, Shanghai Normal University, Address: No.100 Guilin Rd. Fax: (+86) 2164321819
    • Guohua Liu, Key Laboratory of Resource Chemistry of Ministry of Education, Shanghai Key Laboratory of Rare Earth Functional Materials, Shanghai Normal University, Address: No.100 Guilin Rd. Fax: (+86) 2164321819

      Wei Wang, Department of Chemistry & Chemical Biology, University of New Mexico, MSC 03 2060, Albuqueruqe, NM 87131 (USA)

    Search for more papers by this author
  • Hexing Li,

    1. Key Laboratory of Resource Chemistry of Ministry of Education, Shanghai Key Laboratory of Rare Earth Functional Materials, Shanghai Normal University, Address: No.100 Guilin Rd. Fax: (+86) 2164321819
    Search for more papers by this author
  • Prof. Dr. Wei Wang

    Corresponding author
    1. Department of Chemistry & Chemical Biology, University of New Mexico, MSC 03 2060, Albuqueruqe, NM 87131 (USA)
    • Guohua Liu, Key Laboratory of Resource Chemistry of Ministry of Education, Shanghai Key Laboratory of Rare Earth Functional Materials, Shanghai Normal University, Address: No.100 Guilin Rd. Fax: (+86) 2164321819

      Wei Wang, Department of Chemistry & Chemical Biology, University of New Mexico, MSC 03 2060, Albuqueruqe, NM 87131 (USA)

    Search for more papers by this author

Abstract

Phase-transfer featured, imidazolium-based, organic-inorganic hybrid silica represents a novel functionalized platform with particularly attractive features in asymmetric catalysis. Herein, we report a chiral organorhodium-functionalized heterogeneous catalyst. As demonstrated in the studies, it displays comparable or higher catalytic activity and enantioselectivity than its homogeneous counterpart in asymmetric transformations. The superior catalytic performance is attributed to the synergistic effect of the salient imidazolium phase-transfer character and the confined chiral organorhodium catalytic nature in addition to the merits of mesoporous silica. Furthermore, it is more robust than other silica-derived heterogeneous systems and can be conveniently recovered and reused at least 10 times without loss of its catalytic efficiency. These features render the catalyst particularly attractive in practice of organic synthesis. The outcomes from the study clearly show that the strategy described here offers a general approach to immobilization of chiral ligand-derived silane onto the phase-transfer featured imidazolium-based organic-inorganic hybrid silica materials with significant improving catalyst efficiency.

Get access to the full text of this article

Ancillary