1416719-04-4Relevant articles and documents
Rapid, Mild, and Selective Ketone and Aldehyde Hydroboration/Reduction Mediated by a Simple Lanthanide Catalyst
Weidner, Victoria L.,Barger, Christopher J.,Delferro, Massimiliano,Lohr, Tracy L.,Marks, Tobin J.
, p. 1244 - 1247 (2017)
Rapid, clean hydroboration of ketones and aldehydes with HBpin is achieved using the homoleptic rare-earth catalyst La[N(SiMe3)2]3 (LaNTMS). The reaction employs low catalyst loadings (0.01-1 mol % LaNTMS), proceeds rapidly (>99% in 5 min) at 25 °C, and is moderately air-tolerant. Additionally, this hydroboration has good functional group compatibility, including halides, nitro groups, and nitriles, and is exclusively carbonyl-selective in the presence of alkenes and alkynes.
Azetadiene iron carbonyl compounds and their preparation and application
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Paragraph 0057-0059, (2022/01/20)
The present invention discloses the structure of two novel azerodiene iron carbonyl compounds having a structure shown in formula (1): (R = adamantyl, 1-naphthyl), formula (1). The present invention discloses a method for preparing these two compounds: fi
An Unsymmetric Imino-Phosphanamidinate Ligand and its Y(III) Complex: Synthesis, Characterization, and Catalytic Hydroboration of Carbonyl Compounds
Anga, Srinivas,Acharya, Joydev,Chandrasekhar, Vadapalli
, p. 2224 - 2234 (2020/12/22)
An imino-phosphanamide ligand, [NHIiPr2Me2P(Ph)NH-2,6-iPr2C6H3] (LH), containing two different N-substituents was prepared by the direct reaction of the lithium salt of N-heterocyclic imine (NHI) with phenylchloro-2,6-diisopropylphenyl phosphanamine, PhP(
Enantiopure Calcium Iminophosphonamide Complexes: Synthesis, Photoluminescence, and Catalysis
Goswami, Bhupendra,Feuerstein, Thomas J.,Yadav, Ravi,K?ppe, Ralf,Lebedkin, Sergei,Kappes, Manfred M.,Roesky, Peter W.
, p. 4401 - 4411 (2021/02/05)
The synthesis of calcium complexes ligated by three different chiral iminophosphonamide ligands, L-H (L=[Ph2P{N(R)CH(CH3)Ph}2]), L′-H (L′=[Ph2P{NDipp}{N(R)CH(CH3)Ph}]), (Dipp=2,6-iPr2
Conjugated Bis-Guanidines (CBGs) as β-Diketimine Analogues: Synthesis, Characterization of CBGs/Their Lithium Salts and CBG Li Catalyzed Addition of B?H and TMSCN to Carbonyls
Peddarao, Thota,Baishya, Ashim,Sarkar, Nabin,Acharya, Rudresh,Nembenna, Sharanappa
, p. 2034 - 2046 (2021/05/27)
Herein, we report a range of conjugated bis-guanidines (CBGs) L [L={(ArHN)(ArHN)C=N?C=(NAr)(NHAr)}; Ar=2, 6-Me2 - C6H3, (1), 2, 4, 6-Me3?C6H2, (2), 2, 6-Et2?C6H3
METHOD FOR PREPARING BORATE ESTER ON BASIS OF TRICYCLOPENTADIENYL RARE EARTH METAL COMPLEX
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Paragraph 0058, (2021/05/14)
Disclosed is a method for preparing a borate ester on the basis of a tricyclopentadienyl rare earth metal complex, the method comprising the following steps: uniformly stirring and mixing a catalyst, a borane and a carbonyl compound for reaction to prepar
Hydroboration of aldehydes, ketones and CO2under mild conditions mediated by iron(iii) salen complexes
James, Alexander P.,Lau, Samantha,Provis-Evans, Cei B.,Webster, Ruth L.
supporting information, p. 10696 - 10700 (2021/08/17)
The hydroboration of aldehydes, ketones and CO2is demonstrated using a cheap and air stable [Fe(salen)]2-μ-oxo pre-catalyst with pinacolborane (HBpin) as the reductant under mild conditions. This catalyst system chemoselectively hydroborates aldehydes over ketones and ketones over alkenes. In addition, the [Fe(salen)2]-μ-oxo pre-catalyst shows good efficacy at reducing “wet” CO2with HBpin at room temperature.
CeO2-nanocubes as efficient and selective catalysts for the hydroboration of carbonyl groups
Bhawar, Ramesh,Bose, Shubhankar Kumar,Patil, Kiran S.
supporting information, p. 15028 - 15034 (2021/09/04)
The CeO2-nanoparticle catalysed hydroboration of carbonyl compounds with HBpin (pin = OCMe2CMe2O) is reported to afford the corresponding borate esters in excellent yield. A series of aromatic and aliphatic aldehydes and ketones having synthetically important functional groups were well-Tolerated under mild reaction conditions. Further, chemoselective hydroboration of aldehydes over other reducible functional groups such as ketone, nitrile, hydroxide, alkene, alkyne, amide, ester, nitro, and halides was achieved. Importantly the catalyst can be recycled up to ten runs with slight loss in activity. This journal is
Nucleophilic Addition and α-C-H Substitution Reactions of an Imine Mediated by Dibutylmagnesium and Organolithium Reagents
Dang, Yan,Jia, Chaohong,Li, Yafei,Li, Yahong,Lu, Yanhua,Wang, Yalan,Xia, Yuanzhi,Xu, Man,Zhang, Liang
, (2021/07/17)
A series of nucleophilic addition reactions and α-C-H substitution reactions of an imine-containing ligand 2-(2-((((1H-pyrrol-2-yl)methylene)amino)methyl)-1H-pyrrol-1-yl)-N,N-dimethylethan-1-amine (HL1) were reported. The reactions of HL1 with 0.5 and 2 equiv ofnBu2Mg, respectively, gave two complexes of compositions [Mg(L1)2] (1) and [Mg2(L2)2] (2) (H2L2 =N-((1-(2-(dimethylamino)ethyl)-1H-pyrrol-2-yl)methyl)-1-(1H-pyrrol-2-yl)pentan-1-amine). The nucleophilic addition ofnBu2Mg to the C═N bond of the HL1 ligand occurred in the process for the formation of2. Treatment of HL1 with 2 and 1 equiv ofnBuLi generated [Li2(L3)2] (3) (HL3 = 2-(2-(((1-(1H-pyrrol-2-yl)pentylidene)amino)methyl)-1H-pyrrol-1-yl)-N,N-dimethylethan-1-amine) and [Li2(L1)2] (4). An α-C-H substitution of the HC═NR moiety of the HL1 ligand triggered bynBuLi was discovered in the preparation of3. The formation of3demonstrates a new concept for the C-C coupling that involved inert C-H bond activation of HC═NR skeleton. The reactions of HL1 with MeLi,sec-BuLi, and tert-BuLi, respectively, were also examined. The products for both the nucleophilic addition of organolithium reagents to the C═N bond and α-C-H substitution of the HC═NR moiety of the HL1 ligand were determined. The mechanisms for the formations of2and3were rationalized by DFT calculations. The hydroboration reactions catalyzed by2were investigated, and these reactions characterize ample substrate scope, very good yields, and high selectivity.
Catalytic hydroboration of carbonyl derivatives by using phosphinimino amide ligated magnesium complexes
Cui, Dongmei,Li, Min,Liu, Xinli
supporting information, p. 13037 - 13041 (2021/10/12)
Reduction of carbonyl derivatives by using Earth-abundant, cheap, and environmentally benign metal-based catalysts through an atom-efficient method is a challenging task. Herein, we report the synthesis and characterization of dinuclear magnesium complexes 1-3 chelated by a phosphinimino amide skeleton. In combination with pinacolborane (HBpin) as a reducing agent, complex 1 bearing an ortho-methyl substituent on the phenyl ring of the ligand showed excellent reduction capability for a broad range of carbonyl derivatives under mild reaction conditions. Aldehydes, ketones, and acrolein substrates were efficiently reduced to the corresponding alkoxy-borane products with a record high TOF. Besides, acrolein derivatives were exclusively reduced to 1,2-regioselective products. Using two equiv. of HBpin, ester substrates were reduced to two kinds of alkoxy-borane products. Carbonate reduction accomplished by using complex 1 and three equiv. of HBpin afforded diols and a methanol precursor, respectively. When chiral substrates such as (S)-1,2-propanediol carbonate and l-lactide or polymeric P(l-LA) were employed, the chirality was almost retained in their reductive products.
