1416718-99-4Relevant articles and documents
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.
Hydroboration of Aldehydes, Ketones, and Carbodiimides Promoted by Mono(imidazolin-2-iminato) Hafnium Complexes
Khononov, Maxim,Fridman, Natalia,Tamm, Matthias,Eisen, Moris S.
supporting information, p. 3153 - 3160 (2020/02/28)
Imidazolin-2-iminato hafnium complexes of the type [(ImRN)Hf(CH2Ph)3] were synthesized (ImtBuN = 1,3-di-tert-butylimidazolin-2-iminato); ImDippN = 1,3-bis(2,6-diisopropylphenyl)-imidazolin-2-iminato.
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 (2017/08/09)
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.
