Li, Zhenghua; Zhang, Liang; Nishiura, Masayoshi; Luo, Gen; Luo, Yi; Hou, Zhaomin published the article 《Enantioselective Cyanoborylation of Allenes by N-Heterocyclic Carbene-Copper Catalysts》. Keywords: asym cyanoboration allene preparation chiral vinylboronate nitrile copper catalyst; copper cationic chiral NHC imidazolidinylidene complex preparation cyanoboration catalyst.They researched the compound: Copper(I) tetra(acetonitrile) tetrafluoroborate( cas:15418-29-8 ).Name: Copper(I) tetra(acetonitrile) tetrafluoroborate. Aromatic heterocyclic compounds can be divided into two categories: single heterocyclic and fused heterocyclic. In addition, there is a lot of other information about this compound (cas:15418-29-8) here.
Asym. cyanoborylation of allenes RCH:C:CH2 with cyanamide Ph(Ts)NCN and diborane B2pin2 catalyzed by copper complexes with chiral imidazolidinylidene NHC ligands, (4S,5S)-1,3-(R1R2-Naph)2-4,5-Ph2C3H2N2 (R1R2-Naph = 2-R1-6-R2-1-naphthyl) afforded chiral cyanovinylboronates (S)-RCH(CN)C(Bpin):CH2 with 73-98% yields and 96:4 e.r. The simultaneous incorporation of both a cyano group and a boryl unit into the C:C double bonds of allenes in a regio- and stereoselective fashion is of much interest and importance, but remains a significant challenge. We report herein a copper-catalyzed chemo-, regio-, and enantioselective cyanoborylation of allenes, which afforded a family of valuable enantiopure β-boryl allyl nitriles. The high enantioselectivity was achieved by installing of appropriate substituents at the C2 and C6 positions of the naphthyl groups in our newly synthesized N-heterocyclic carbene (NHC) ligands. The reaction mechanism has been clarified by some stoichiometric reactions and computational studies. This work provides an inspiring example of the development of selective catalytic reactions for the synthesis of functional mols. through fine-tuning the ligands in catalysis.
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