167266-89-9Relevant articles and documents
Lipase-Catalyzed Kinetic Resolution of Novel Antifungal N-Substituted Benzimidazole Derivatives
?ukowska-Chojnacka, Edyta,Staniszewska, Monika,Bondaryk, Ma?gorzata,Maurin, Jan K.,Bretner, Maria
, p. 347 - 354 (2016/03/19)
A series of new N-substituted benzimidazole derivatives was synthesized and their antifungal activity against Candida albicans was evaluated. The chemical step included synthesis of appropriate ketones containing benzimidazole ring, reduction of ketones to the racemic alcohols, and acetylation of alcohols to the esters. All benzimidazole derivatives were obtained with satisfactory yields and in relatively short times. All synthesized compounds exhibit significant antifungal activity against Candida albicans 900028 ATCC (% cell inhibition at 0.25 μg concentration > 98%). Additionally, racemic mixtures of alcohols were separated by lipase-catalyzed kinetic resolution. In the enzymatic step a transesterification reaction was applied and the influence of a lipase type and solvent on the enantioselectivity of the reaction was studied. The most selective enzymes were Novozyme SP 435 and lipase Amano AK from Pseudomonas fluorescens (E > 100).
Copper-catalyzed benzylic C(sp3)-H alkoxylation of heterocyclic compounds
Takemura, Noriaki,Kuninobu, Yoichiro,Kanai, Motomu
supporting information, p. 2528 - 2532 (2014/04/17)
We achieved intra- and intermolecular C(sp3)-H alkoxylation of benzylic positions of heteroaromatic compounds using CuBrn (n = 1, 2)/5,6-dimethylphenanthroline (or 4,7-dimethoxyphenanthroline) and ( tBuO)2 as a
Bis-Benzimidazole-Appended Binucleating Porphyrin Ligands: Synthesis, Characterization, and X-ray Structure
Larsen, Nigel G.,Boyd, Peter D. W.,Rodgers, Steven J.,Wuenschell, Gerald E.,Koch, Carol A.,et al.
, p. 6950 - 6960 (2007/10/02)
The synthesis and characterization of some new binucleating tetraarylporphyrin ligands is reported.The potentially most useful example is α,α,5,15-bis-α,α,10,20-bis(pivalamidophenyl)porphine (8).The ligands have two appended benzimidazole arms which are designed to chelate a second metal directly above the porphyrin.The synthetic methodology for obtaining both the 5,15 (i.e., trans) and the 5,10 (i.e., cis) bis-appended ligand from an α,α,α,α,5,10,15,20 tetra-functionalized starting material is described in detail.A key design feature of the ligand system is amenability to single-crystal X-ray structure determination and this is demonstrated with an X-ray structure of a copper(II) complex.Crystal data for CuC74H66N12O4*1.5(diethyl ether)*toluene are the following: monoclinic, C2/c, a = 31.240 (4) Angstroem, b = 16.769 (5) Angstroem, c = 35.199 (4) Angstroem, β = 121,4 (1) grad; R = 0.0823, Rw = 0.0826.H bonding between the benzimidazole moieties and the pivalamido pickets is seen to determine the structural disposition of the appendages lying above the porphyrin ring.Iron(III) porphyrin complexes of these new ligands exist in a hydroxo monomer form as well as the familiar μ-oxo dimer form.
