C-P Bond Formation by Nickel or Cobalt Catalyzed Coupling Reactions
Anju Modi1, Corinne Gosmini2, Audrey Auffrant1
1Laboratoire de Chimie Moléculaire (LCM), CNRS, École Polytechnique, Institut Polytechnique de Paris, Route de Saclay, 91120, Palaiseau, France.
Nickel and cobalt catalysts enable C-P bond formation through various coupling reactions. This review highlights their potential in forming phosphonium and phosphorus compounds, while noting challenges in C-O bond activation.
Area of Science:
- Organometallic Chemistry
- Catalysis
- Synthetic Chemistry
Background:
- Carbon-phosphorus (C-P) bond formation is crucial in synthesizing organophosphorus compounds.
- Nickel (Ni) and cobalt (Co) catalysis offer promising pathways for C-P bond construction.
- Existing methods often involve harsh conditions or limited substrate scope.
Purpose of the Study:
- To review and compare nickel- and cobalt-catalyzed coupling reactions for C-P bond formation.
- To highlight the distinct reactivity of Ni and Co in activating various C-X bonds (halides, ethers, carbonates, etc.).
- To discuss emerging methodologies like cross-dehydrogenative coupling, electrocatalysis, and photocatalysis for C-P bond synthesis.
Main Methods:
- Literature review of nickel- and cobalt-catalyzed C-P bond forming reactions.
- Analysis of substrate scope and reaction mechanisms.
- Comparison of catalytic efficiency and selectivity between Ni and Co.
Main Results:
- Both Ni and Co catalyze C-P bond formation via C-halide activation.
- Ni shows broader applicability in activating C-O bonds compared to Co.
- Co is more frequently reported for cross-dehydrogenative coupling of P-H and C-H bonds.
- Electrolytic and photocatalytic methods expand the scope of C-P bond formation for both metals.
Conclusions:
- Nickel and cobalt are versatile metals for C-P bond formation, each with unique strengths.
- Further research is needed to overcome challenges in C-O bond activation and broaden catalytic applications.
- Exploring greener catalytic approaches like electro- and photocatalysis is essential for sustainable C-P bond synthesis.
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