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Bifunctional Catalysts Based on m‐Phenylene‐Bridged Porphyrin Dimer and Trimer Platforms: Synthesis of Cyclic Carbonates from Carbon Dioxide and Epoxides

Maeda, Chihiro, Taniguchi, Tomoya, Ogawa, Kanae, Ema, Tadashi·2015·Angewandte Chemie International Edition

Abstract

Highly active bifunctional diporphyrin and triporphyrin catalysts were synthesized through Stille coupling reactions. As compared with a porphyrin monomer, both exhibited improved catalytic activities for the reaction of CO 2 with epoxides to form cyclic carbonates, because of the multiple catalytic sites which cooperatively activate the epoxide. Catalytic activities were carefully investigated by controlling temperature, reaction time, and catalyst loading, and very high turnover number and turnover frequency were obtained: 220 000 and 46 000 h−1, respectively, for the magnesium catalyst, and 310 000 and 40 000 h−1, respectively, for the zinc catalyst. Results obtained with a zinc/free‐base hybrid diporphyrin catalyst demonstrated that the Br− ions on the adjacent porphyrin moiety also function as nucleophiles.

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Metadata

Authors
Maeda, C., Taniguchi, T., Ogawa, K., & Ema, T.
Venue
Angewandte Chemie International Edition
Publisher
Wiley
Published
2014-11-04
Volume
54
Issue
1
Pages
134-138
ISSN
  • 1433-7851 (ISSN-L)
  • 1521-3773
OpenAlex
W2033643653
Cited by
321
References
57
FWCI
10.69
Type
journal article
Language
en
Open access
closed

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CoChat. (2026). Citation check: Bifunctional Catalysts Based on m‐Phenylene‐Bridged Porphyrin Dimer and Trimer Platforms: Synthesis of Cyclic Carbonates from Carbon Dioxide and Epoxides. https://app.cochat.ai/papers/10.1002/anie.201409729
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Maeda, C., Taniguchi, T., Ogawa, K., & Ema, T. (2015). Bifunctional Catalysts Based on m‐Phenylene‐Bridged Porphyrin Dimer and Trimer Platforms: Synthesis of Cyclic Carbonates from Carbon Dioxide and Epoxides. Angewandte Chemie International Edition. https://doi.org/10.1002/anie.201409729

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