5379-20-4Relevant articles and documents
Nickel-Catalyzed Reductive Cross-Coupling of Aryl Bromides with Vinyl Acetate in Dimethyl Isosorbide as a Sustainable Solvent
Su, Mincong,Huang, Xia,Lei, Chuanhu,Jin, Jian
supporting information, p. 354 - 358 (2022/01/15)
A nickel-catalyzed reductive cross-coupling has been achieved using (hetero)aryl bromides and vinyl acetate as the coupling partners. This mild, applicable method provides a reliable access to a variety of vinyl arenes, heteroarenes, and benzoheterocycles, which should expand the chemical space of precursors to fine chemicals and polymers. Importantly, a sustainable solvent, dimethyl isosorbide, is used, making this protocol more attractive from the point of view of green chemistry.
Structurally Defined Molecular Hypervalent Iodine Catalysts for Intermolecular Enantioselective Reactions
Haubenreisser, Stefan,W?ste, Thorsten H.,Martnez, Claudio,Ishihara, Kazuaki,Muiz, Kilian
supporting information, p. 413 - 417 (2016/01/25)
Molecular structures of the most prominent chiral non-racemic hypervalent iodine(III) reagents to date have been elucidated for the first time. The formation of a chirally induced supramolecular scaffold based on a selective hydrogen-bonding arrangement provides an explanation for the consistently high asymmetric induction with these reagents. As an exploratory example, their scope as chiral catalysts was extended to the enantioselective dioxygenation of alkenes. A series of terminal styrenes are converted into the corresponding vicinal diacetoxylation products under mild conditions and provide the proof of principle for a truly intermolecular asymmetric alkene oxidation under iodine(I/III) catalysis.
Remaekable effect of subtle structural change of chiral pseudo-18-crown-6 on enantiomer-selectivity in complexation with chiral amino alcohols
Hirose, Keiji,Aksharanandana, Pakatip,Suzuki, Michiko,Wada, Kiyoshi,Naemura, Koichiro,Tobe, Yoshito
, p. 405 - 431 (2007/10/03)
Chiral receptors [(S,S)-1] and [(S,S,S,S)-2] having 1,2-dialkoxy-1-(3,5-dimethylphenyl)ethane and 1,2-dialkoxy-1-(3,5-dimethyl phenyl)cyclohexane as chiral building blocks, respectively, were prepared. Thermodynamic parameters of complexations of these and structurally related receptors [(S,S)-3] and [(S,S,S,S)-4] with 2-amino-l-propanol (5), 2-amino-2-phenylethanol (6), and 3-methylbutan-l-ol (7) in chloroform were determined. It was found that the host-guest systems that have same enantiomer-selectivity at 25°C showed opposite selectivity in the enthalpy term. For example, complexations of both (S,S)-1 and (S,S)-3 with 5 are R-selective at 25°C (ΔΔG = 2.2 and 3.8 kJ mol-1, respectively), whereas in terms of the enthalpy of complexation the former is S-selective (ΔΔH = 22 kJ mol-1) but the latter is R-selective (ΔΔH = 10 kJ mol-1).