Recent advances in iron-catalysed coupling reactions for the construction of the C(sp<sup>2</sup>)–C(sp<sup>2</sup>) bond

We are interested in studying the catalytic activity of the spin crossover (SCO) complex ([Fe(NH2trz)3](NO3)2). In this work, we demonstrate that, by adapting the experimental conditions, we can switch from a quantitative post‐synthetic modification (PSM) reaction to the use of this complex as a catalyst for the formation of imine from 4‐amino‐1,2,4‐triazole. During the catalytic reaction, the iron complex undergoes two different PSM reactions: the first is the action of the aldehyde on the NH2 groups present on the complex, whereas the second PSM reaction occurs between the imine complex and aminotriazole, leading back to the starting complex. These two PSM reactions are at least partially involved in the catalytic mechanism. Furthermore, the combination of these two PSM reactions enables us to modulate the particle size and shape of the final amine complex without altering its excellent SCO properties. This result is of interest in the field of heterogeneous catalysis, where particle size has a strong influence on the catalytic activity, and for the proper integration in devices for different applications.

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The Progress of Reductive Coupling Reaction by Iron Catalysis

Zhao,

Chen

2024

The Chemical Record

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The transition metal catalyzed coupling reaction has revolutionized the strategies for forging the carbon‐carbon bonds. In contrast to traditional cross‐coupling methods using pre‐prepared nucleophilic organometallic reagents, reductive coupling reactions for the C−C bonds formation provide some advantages. Because both coupling partners are reduced in the final products using a stoichiometric amount of a reductant, this approach not only avoids the need to use sensitive organometallic species, but also provides an orthogonal and complementary access to classical coupling reaction. Notably, the reductive coupling reactions feature readily available fragments, promote good step economy, exhibit high functional group tolerance and unique chemoselectivity, which have propelled their increasingly popular in the organic synthesis. In recent years, due to the low price, minimal toxicity, and environmentally benign character, iron‐catalyzed carbon‐carbon coupling reactions have garnered significant attention from the organic synthetic chemists and pharmacologists, especially the iron‐catalyzed reductive coupling. This review aims to provide an insightful overview of recent advances in iron‐catalyzed reductive coupling reactions, and to illustrate their possible reaction mechanisms.

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Recent advances in iron-catalysed coupling reactions for the construction of the C(sp²)–C(sp²) bond

Abstract: The advancement of transition-metal-catalyzed coupling reactions has been demonstrated as a highly effective strategy for the formation of carbon-carbon bonds, which serves as the fundamental basis for organic synthetic chemistry....

Cited by 4 publications

References 91 publications

Vanadium‐Catalyzed Atroposelective Coupling of Arenols and Application in the Synthesis of Polycyclic Heteroaromatics ( PHAs )

Vanadium‐Catalyzed Atroposelective Coupling of Arenols and Application in the Synthesis of Polycyclic Heteroaromatics ( PHAs )

When the Study of the Post‐Synthetic Modification Method on a 1D Spin Crossover Coordination Polymer Highlights its Catalytic Activity

The Progress of Reductive Coupling Reaction by Iron Catalysis

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Recent advances in iron-catalysed coupling reactions for the construction of the C(sp2)–C(sp2) bond

Abstract: The advancement of transition-metal-catalyzed coupling reactions has been demonstrated as a highly effective strategy for the formation of carbon-carbon bonds, which serves as the fundamental basis for organic synthetic chemistry....

Cited by 4 publications

References 91 publications

Vanadium‐Catalyzed Atroposelective Coupling of Arenols and Application in the Synthesis of Polycyclic Heteroaromatics ( PHAs )

Vanadium‐Catalyzed Atroposelective Coupling of Arenols and Application in the Synthesis of Polycyclic Heteroaromatics ( PHAs )

When the Study of the Post‐Synthetic Modification Method on a 1D Spin Crossover Coordination Polymer Highlights its Catalytic Activity

The Progress of Reductive Coupling Reaction by Iron Catalysis

Contact Info

Product

Resources

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Recent advances in iron-catalysed coupling reactions for the construction of the C(sp²)–C(sp²) bond