Synthesis and Reactivity of a Zinc Diazoalkyl Complex: [3+2] Cycloaddition Reaction with Carbon Monoxide

Jiang, Shengjie; Cai, Yanping; Rajeshkumar, Thayalan; Rosal, Iker del; Maron, Laurent; Xu, Xiaowei

doi:10.1002/ange.202307244

Angewandte Chemie

2023

DOI: 10.1002/ange.202307244

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Synthesis and Reactivity of a Zinc Diazoalkyl Complex: [3+2] Cycloaddition Reaction with Carbon Monoxide

Shengjie Jiang

Yanping Cai

Thayalan Rajeshkumar

et al.

Abstract: This work reports the synthesis, characterization, and reactivity of the first example of a well‐defined zinc α‐diazoalkyl complex. Treatment of zinc(I)‐zinc(I) bonded compound L2Zn2 [L=CH3C(2,6‐iPr2C6H3N)CHC(CH3)(NCH2CH2PPh2)] or zinc(II) hydride LZnH with trimethylsilyldiazomethane affords zinc diazoalkyl complex LZnC(N2)SiMe3. This complex liberates N2 in the presence of a nickel catalyst to form an α‐zincated phosphorus ylide by reacting with the pendant phosphine. It selectively undergoes formal [3+2] cyc… Show more

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Cited by 2 publications

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Multi‐Point Collaborative Passivation of Surface Defects for Efficient and Stable Perovskite Solar Cells

Qiao,

Zhu,

Yan

et al. 2024

Adv Funct Materials

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The inherent defects (lead iodide inversion and iodine vacancy) in perovskites cause non‐radiative recombination and there is also ion migration, decreasing the efficiency and stability of perovskite devices. Eliminating these inherent defects is critical for achieving high‐efficiency perovskite solar cells. Herein, an organic molecule with multiple active sites (4,7‐bromo‐5,6‐fluoro‐2,1,3‐phenylpropyl thiadiazole, M4) is introduced to modify the upper interface of perovskites. When M4 interacts with the perovskite surface, the active bromine (Br) site interacts with lead (Pb) at the surface to repair iodine atomic vacancy defects. The fluorine (F) site of M4 interacts with Pb to correct octahedral crystal lattice distortions and eliminate PbI defects. Additionally, sulfur–iodine (S–I) interactions reduce I–I dimerization and eliminate IPb defects. It is also calculated that the energy level of M4 aligns with the band gap, promoting charge transfer. As a result, the perovskite devices achieve an efficiency of 25.1%, a stabilized power output (SPO) of 25.0%, a voltage of 1.19 V, and a fill factor of 85.2%. The device retains 95% of its initial efficiency after 2000 h of ageing in a nitrogen atmosphere. Thus, multi‐point cooperative passivation of surface defects provides an effective method to improve the efficiency and stability of perovskite solar cells.

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Multi‐Point Collaborative Passivation of Surface Defects for Efficient and Stable Perovskite Solar Cells

Qiao,

Zhu,

Yan

et al. 2024

Adv Funct Materials

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Synthesis, structure, and catalytic performance of solvent induced zinc clusters in furan synthesis by cycloisomerization reaction

Farzaneh‐Bonab,

Bikas,

Noshiranzadeh

et al. 2024

Applied Organom Chemis

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Two Zn(II) clusters were synthesized by the reaction of Zn(OAc)2·2H2O and 1,2‐bis(2‐hydroxy‐3‐methoxybenzylidene)hydrazine as a N2O4‐donor Schiff base ligand in 1:3 molar ratio. The reaction in methanol gave yellow‐brown needle crystals, while block yellow crystals were achieved in a mixture of methanol:water (50:50 v/v). Investigation of the crystals by single crystal X‐ray analysis showed that solvent has considerable effect on the structure and composition of the products. In methanol, two independent pentanuclear Zn(II) clusters with the same general formula of [Zn5(L)2(μ‐OAc)4(OAc)2(CH3OH)2] but different coordination environments around Zn(II) cores, and bridging mode of the acetate ligands are present in the unit cell. In a mixture of methanol:water, a pentanuclear cluster and a 1D coordination polymer with pentanuclear repetitive unit are simultaneously present in the crystal structure. These compounds were further characterized by spectroscopic techniques, and they were used as catalysts for intramolecular cycloisomerization of 1,4‐diphenylbut‐3‐yn‐1‐one. The results indicated that these Zn(II) clusters can efficiently produce 2,5‐diphenylfuran through catalytic cycloisomerization reaction.

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Synthesis and Reactivity of a Zinc Diazoalkyl Complex: [3+2] Cycloaddition Reaction with Carbon Monoxide

Cited by 2 publications

References 56 publications

Multi‐Point Collaborative Passivation of Surface Defects for Efficient and Stable Perovskite Solar Cells

Multi‐Point Collaborative Passivation of Surface Defects for Efficient and Stable Perovskite Solar Cells

Synthesis, structure, and catalytic performance of solvent induced zinc clusters in furan synthesis by cycloisomerization reaction

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