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Iron-Catalyzed Cross-Coupling Reactions Tuned by Bulky Ortho-Phenylene Bisphosphine Ligands

Journal

BULLETIN OF THE CHEMICAL SOCIETY OF JAPAN
Volume 94, Issue 3, Pages 1125-1141

Publisher

CHEMICAL SOC JAPAN
DOI: 10.1246/bcsj.20200392

Keywords

Iron catalysis; Cross coupling; Bisphosphine ligand

Funding

  1. JSPS
  2. Core Research for Evolutional Science and Technology (CREST) [1102545]
  3. ALCA from the Japan Science and Technology Agency (JST)
  4. JSPS Core-to-Core Program Elements Function for Transformative Catalysis and Materials
  5. JSPS KAKENHI [20H02740]
  6. MEXT
  7. Government of India [SRG/2020/001350]
  8. WBDST-BT [1854 (Sanc.)/ST/P/ST/15G-7/2019]
  9. International Collaborative Research Program of Institute for Chemical Research, Kyoto University [2019-20, 2020-16]
  10. Grants-in-Aid for Scientific Research [20H02740] Funding Source: KAKEN

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The recent significant progress in iron-catalyzed cross-coupling reactions has led to competition with well-established nickel and palladium catalyst systems. Iron-catalyzed protocols are advantageous in terms of economy and toxicity, exhibit a wide range of reactivities, and tolerate many functional groups. Development of various iron catalyst systems, including the use of N-heterocyclic carbenes and bisphosphine ligands, has opened up new applications in modern synthetic organic chemistry.
The significant progress made in the context of iron-catalyzed cross-coupling reactions in the past several years has boosted competition with well-known nickel and palladium catalyst systems. Iron-catalyzed protocols not only benefit from economic and toxicology standpoints, but also exhibit a range of reactivities and tolerate many functional groups. To date several iron catalyst systems have been developed, ranging from the use of simple iron salts to more complex stoichiometric/catalytic modifiers. Effective N-heterocyclic carbenes and bisphosphine ligands have also been developed for the cross-coupling reactions of organic electrophiles using diverse organometallic reagents. Indeed, the use of bisphosphine ligands in the field of iron-catalyzed cross-coupling reactions is important for new applications in modern synthetic organic chemistry. This account summarizes the recent developments in practical and novel iron-catalyzed cross-coupling reactions employing bulky o-phenylene bisphosphine ligands and their mechanistic views.

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