149777-84-4Relevant articles and documents
Synthesis, characterization, and catalytic performance of Aluminum and Tin Compounds with β-diketiminato ligand
Ding, Yi,Liu, Xin,Ma, Xiaoli,Liu, Yashuai,Zhong, Mingdong,Li, Wenling,Yang, Zhi,Yang, Ying
, p. 55 - 60 (2018)
Two new tin (II) and tin (IV) compounds [LSnCl] (1) and [LSnCl3] (2), bearing the β-diketiminato ligand LH (L = HC(CMeNAr)2, Ar = 2,6-Et2C6H3) were synthesized by the reactions of LH with n-BuLi, then
Neosilyllithium-Catalyzed Hydroboration of Alkynes and Alkenes in the Presence of Pinacolborane (HBpin)
Kumar, Gobbilla Sai,Moorthy, Shruti,Karmakar, Himadri,Singh, Saurabh Kumar,Panda, Tarun K.
supporting information, (2021/11/13)
We report here a novel protocol for the hydroboration of alkynes and alkenes, which in the presence of neosilyllithium (LiCH2SiMe3) (5 mol %) and pinacolborane efficiently results in the formation of corresponding alkenyl and alkyl b
Selective hydroboration of alkynes via multisite synergistic catalysis by PCN-222(Cu)
Ma, L. J.,Tang, Z. Y.,Yuan, J. C.,Zhang, L. J.,Zhang, X. M.
, p. 63 - 69 (2021/08/03)
Zirconium-based porphyrinic MOFs (PMOFs, MOF = metal-organic framework) have gained considerable attention in the field of electric/thermo/photo-catalysis as heterogeneous single-site catalysts; however, the study on multisite synergistic catalysis of PMO
Highly efficient hydroboration of alkynes catalyzed by porous copper-organic framework under mild conditions
Gao, Ning,Hu, Tianding,Kang, Xiaomin,Lan, Xingwang,Wang, Zhenguang,Wu, Zhi-Lei,Zhao, Bin
, p. 250 - 257 (2021/10/25)
The hydroboration of alkynes is crucial due to the wide applications in organic synthesis, while such reaction is often completed with low turnover frequency (TOF) value and long reaction time. Therefore, it is very important and necessary that the hydrob
Copper-Photocatalyzed Hydroboration of Alkynes and Alkenes
Zhong, Mingbing,Gagné, Yohann,Hope, Taylor O.,Pannecoucke, Xavier,Frenette, Mathieu,Jubault, Philippe,Poisson, Thomas
supporting information, p. 14498 - 14503 (2021/05/21)
The photocatalytic hydroboration of alkenes and alkynes is reported. The use of newly-designed copper photocatalysts with B2Pin2 permits the formation a boryl radical, which is used for hydroboration of a large panel of alkenes and a
Electrochemical Hydroboration of Alkynes
Aelterman, Maude,Jubault, Philippe,Poisson, Thomas,Sayes, Morgane
supporting information, p. 8277 - 8282 (2021/05/27)
Herein we reported the electrochemical hydroboration of alkynes by using B2Pin2 as the boron source. This unprecedented reaction manifold was applied to a broad range of alkynes, giving the hydroboration products in good to excellent yields without the need of a metal catalyst or a hydride source. This transformation relied on the possible electrochemical oxidation of an in situ formed borate. This anodic oxidation performed in an undivided cell allowed the formation of a putative boryl radical, which reacted on the alkyne.
Cs4B4O3F10: First Fluorooxoborate with [BF4] Involving Heteroanionic Units and Extremely Low Melting Point
Xia, Ming,Mutailipu, Miriding,Li, Fuming,Yang, Zhihua,Pan, Shilie
supporting information, p. 9753 - 9757 (2021/05/27)
Herein, a new congruently melting mixed-anion compound Cs4B4O3F10 has been characterized as the first fluorooxoborate with [BF4] involving heteroanionic units. Compound Cs4B4O3F10 possesses two highly fluorinated anionic clusters and therefore its formula can be expressed as Cs3(B3O3F6) ? Cs(BF4). The influence of [BF4] units on micro-symmetry and structural evolution was discussed based on the parent compound. More importantly, Cs4B4O3F10 shows the lowest melting point among all the available borates and thus sets a new record for such system. This work is of great significance to enrich and tailor the structure of borates using perfluorinated [BF4] units.
Creating High Regioselectivity by Electronic Metal-Support Interaction of a Single-Atomic-Site Catalyst
Jing, Hongyu,Li, Jiong,Li, Wen-Hao,Li, Yadong,Wang, Dingsheng,Wang, Yu,Yang, Jiarui,Zhang, Jian,Zhao, Jie
supporting information, p. 15453 - 15461 (2021/09/30)
Ligands are the most commonly used means to control the regioselectivity of organic reactions. It is very important to develop new regioselective control methods for organic synthesis. In this study, we designed and synthesized a single-atomic-site catalyst (SAC), namely, Cu1-TiC, with strong electronic metal-support interaction (EMSI) effects by studying various reaction mechanisms. π cloud back-donation to the alkyne on the metal catalytic intermediate was enhanced during the reaction by using transient electron-rich characteristics. In this way, the reaction achieved highly linear-E-type regioselective conversion of electronically unbiased alkynes and completely avoided the formation of branched isomers (ln:br >100:1, TON up to 612, 3 times higher than previously recorded). The structural elements of the SACs were designed following the requirements of the synthesis mechanism. Every element in the catalyst played an important role in the synthesis mechanism. This demonstrated that the EMSI, which is normally thought to be responsible for the improvement in catalytic efficiency and durability in heterogeneous catalysis, now first shows exciting potential for regulating the regioselectivity in homogeneous catalysis.
Tropylium-Promoted Hydroboration Reactions: Mechanistic Insights Via Experimental and Computational Studies
Mai, Binh Khanh,Nguyen, Thanh Vinh,Ton, Nhan N. H.
, p. 9117 - 9133 (2021/07/19)
Hydroboration reaction of alkynes is one of the most synthetically powerful tools to access organoboron compounds, versatile precursors for cross-coupling chemistry. This type of reaction has traditionally been mediated by transition-metal or main group catalysts. Herein, we report a novel method using tropylium salts, typically known as organic oxidants and Lewis acids, to promote the hydroboration reaction of alkynes. A broad range of vinylboranes can be easily accessed via this metal-free protocol. Similar hydroboration reactions of alkenes and epoxides can also be efficiently catalyzed by the same tropylium catalysts. Experimental studies and DFT calculations suggested that the reaction follows an uncommon mechanistic pathway, which is triggered by the hydride abstraction of pinacolborane with tropylium ion. This is followed by a series ofin situcounterion-activated substituent exchanges to generate boron intermediates that promote the hydroboration reaction.
Synthesis method of alkenyl borate
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Paragraph 0012; 0028-0032, (2021/10/30)
The invention discloses a synthesis method of alkenyl borate, which comprises the following steps: adding an alkyne substance, pinacolborane and a lithium amide catalyst into a reaction vessel filled with an organic solvent in a nitrogen atmosphere, stirring and mixing, uniformly mixing, reacting at the temperature of 70-110 DEG C for 18-28 hours, filtering and purifying after the reaction is finished to obtain a product, wherein the lithium amide catalyst is lithium bis(trimethylsilyl) amide; the alkyne substance is any one of substances such as phenylacetylene and 4-methyl phenylacetylene. The method is mild in reaction condition, easy to achieve and safe; the target product can be directly synthesized, an intermediate product does not need to be separated, and the highest yield can reach 98%; the catalyst is easy to prepare, and reactant raw materials are easy to obtain; the waste solution in the reaction process is less, other pollution gases and liquids are not discharged, so that the discharge of the waste solution is reduced, and the method has the advantages of protecting the environment and guaranteeing the health of operators.
