27893-14-7Relevant academic research and scientific papers
Well-Defined, Versatile and Recyclable Half-Sandwich Nickelacarborane Catalyst for Selective Carbene-Transfer Reactions
Wang, Linghua,Perveen, Saima,Ouyang, Yizhao,Zhang, Shuai,Jiao, Jiao,He, Gang,Nie, Yong,Li, Pengfei
supporting information, p. 5754 - 5760 (2021/03/08)
Catalytic carbene-transfer reactions constitute a class of highly useful transformations in organic synthesis. Although catalysts based on a range of transition-metals have been reported, the readily accessible nickel(II)-based complexes have been rarely used. Herein, an air-stable nickel(II)-carborane complex is reported as a well-defined, versatile and recyclable catalyst for selective carbene transfer reactions with low catalyst loading under mild conditions. This catalyst is effective for several types of reactions including diastereoselective cyclopropanation, epoxidation, selective X?H insertions (X = C, N, O, S, Si), particularly for the unprotected substrates. This represents a rare example of carborane ligands in base metal catalysis.
An Acid Stable Metal-Organic Framework as an Efficient and Recyclable Catalyst for the O?H Insertion Reaction of Carboxylic Acids
Wang, Yingxia,Cui, Hao,Zhang, Li,Su, Cheng-Yong
, p. 3901 - 3906 (2018/08/01)
Although metal-organic frameworks (MOFs) can be used in many reactions, their applications in acid involved reactions are limited due to their instability in acid environment. As a stable MOF, the Ir(III)-porphyrin metal-organic framework of the formula [(Hf6(μ3-O)8(OH)2(H2O)10)2(Ir(TCPP)Cl)3]?solvents (Ir-PMOF-1(Hf)) can sustain its structure upon treatments in different pH (0–11) aqueous solutions. In this work, Ir-PMOF-1(Hf) has been examined in the O?H insertion reaction of carboxylic acids with diazo compounds. Catalytic results show that as low as 0.042 mol % of Ir-PMOF-1(Hf) can promote the acid O?H insertion with the maximum turn over number (TON) of 1381, and furthermore, it can be recycled and reused for 10 runs, suggesting that Ir-PMOF-1(Hf) is efficient for this acid involved reaction. Ir-PMOF-1(Hf) can also be miniaturized to nano scale (diameter range of 400–500 nm), and a large improvement with regards to TON (8400) can be observed in its catalysis.
Nonmetal catalyzed insertion reactions of diazocarbonyls to acid derivatives in fluorinated alcohols
Dumitrescu, Lidia,Azzouzi-Zriba, Kaouther,Bonnet-Delpon, Daniele,Crousse, Benoit
supporting information; experimental part, p. 692 - 695 (2011/04/24)
The insertion reaction of diazocarbonyls to acids could be performed smoothly in fluorinated alcohols in the absence of metal catalyst. This new procedure allowed the chemoselective preparation of various functionalized compounds such as acyloxyesters, depsipeptides, and sulfonate, phosphonate, or boronate derivatives.
