Hydrolytic Metalloenzyme Models. Metal Ion Dependent Site-Selective Acylation of Hydroxyl Groups of Bis-Imidazole Ligands Catalyzed by Zn2+and Cu2+in the Reaction withp-Nitrophenyl 2-Pyridinecarboxylate in a Cationic Surfactant Micelle

1992 ◽  
Vol 65 (2) ◽  
pp. 373-384 ◽  
Author(s):  
Kenji Ogino ◽  
Nobuyuki Kashihara ◽  
Toshitomo Ueda ◽  
Toshihide Isaka ◽  
Toshiharu Yoshida ◽  
...  
Keyword(s):  
Cationic Surfactant ◽  
Metal Ion ◽  
Hydroxyl Groups ◽  
Surfactant Micelle ◽  
Selective Acylation ◽  
Dependent Site ◽  
Hydrolytic Metalloenzyme ◽  
Site Selective ◽  
Imidazole Ligands

scholarly journals Hydrolytic Metalloenzyme Models. Metal Ion Dependent Site-selective Acylations of Hydroxyl Groups of Bis-imidazole Ligands Promoted by Zn2+and Cu2+Ions in Cationic Micelles

1987 ◽  
Vol 16 (7) ◽  
pp. 1303-1306 ◽  
Author(s):  
Kenji Ogino ◽  
Nobuyuki Kashihara ◽  
Tsunehisa Fujita ◽  
Toshitomo Ueda ◽  
Toshihide Isaka ◽  
...  
Keyword(s):  
Metal Ion ◽  
Hydroxyl Groups ◽  
Cationic Micelles ◽  
Dependent Site ◽  
Hydrolytic Metalloenzyme ◽  
Site Selective ◽  
Imidazole Ligands

Regioselectivity among six secondary hydroxyl groups: selective acylation of the least reactive hydroxyl groups of inositol

2012 ◽  
Vol 48 (18) ◽  
pp. 2448 ◽  
Author(s):  
Amol M. Vibhute ◽  
Adiyala Vidyasagar ◽  
Saritha Sarala ◽  
Kana M. Sureshan
Keyword(s):  
Hydroxyl Groups ◽  
Secondary Hydroxyl ◽  
Selective Acylation

scholarly journals Zn(II) and Ag(I) complexes of N-allythioamides of pyrimidinyl (cyclohexenyl) carboxylic acids and products their proton- and iodocyclization

2019 ◽  
Vol 85 (3) ◽  
pp. 3-19
Author(s):  
Polina Borovyk ◽  
Mariia Litvinchuk ◽  
Anton Bentya ◽  
Svitlana Orysyk ◽  
Yurii Zborovskiy ◽  
...  
Keyword(s):  
Carboxylic Acids ◽  
Metal Ion ◽  
Polymer Chains ◽  
Hydroxyl Group ◽  
Hydroxyl Groups ◽  
Polymer Complexes ◽  
Vis Spectroscopy ◽  
Polynuclear Coordination Compounds ◽  
Complexation Reactions ◽  
Oxygen Atoms

The possibility of using N-allylcarbothioamide derivatives as well as products of their iodine- and proton-initiated electrophilic heterocyclizations as chelating agents in complexation reactions with Zn(II) and Ag(I) ions is shown. Processing of the obtained experimental data showed that N-allythioamides of pyrimidinyl (cyclohexenyl) carboxylic acids H2L1 – H2L3 and their proton- and iodo-cyclization products HL4, HL5 containing four nucleophilic reaction centers (two oxygen atoms of the carbonyl and hydroxyl groups and N-, S-carbothioamide groups or N-atoms of the dihydrothiazole moiety) are polydentate ligands capable of coordinating with metal ions to form stable six-membered chelate metallocycles. A series of new chelating mono-, bi- and polynuclear complexes Zn(II) and Ag (I) of the composition [Zn2L1,32]n, [Zn2(HL1-3)2(CH3COO)2], [Ag2(HL1,3)2]n, [Zn(HL1-3)2], [Ag(H2L3)2NO3], [Zn(HL4,5)2], K[Ag(HL4,5)2] were synthesized and isolated in solid state. Their molecular structure was established by methods of elemental chemical analysis, NMR 1H, IR and UV-Vis spectroscopy. At a ratio of M:L 1:2, complexes were isolated in which two ligand molecules H2L1 − H2L3 are coordinated to the metal ion by the sulfur atoms of the carbothioamide group and the oxygen of the mono-deprotonated hydroxyl group. It was established that the products of the proton-/iodocyclization HL4, HL5 in the complex formation pass into the thione tautomeric form with coordination through the oxygen atoms of the deprotonated hydroxyl group and nitrogen atoms of the dihydrothiazole heterocycle. At M:L 1:1, binuclear or polynuclear coordination compounds are formed. It was shown that polymerisation in complexes [Zn2L1,32]n and [Ag2(HL1,3)2]n is due to the formation of Zn−(O2SN)−Zn and Ag−O−Ag polymer chains. Investigation of the solubility of the resulting complexes showed that the polymer complexes are weakly soluble or insoluble in DMSO, DMF, while the mononuclear are soluble in methanol, as well as in water.

Total Synthesis of Cercidinin A via a Sequential Site-selective Acylation Strategy

2020 ◽  
Vol 49 (2) ◽  
pp. 182-185 ◽  
Author(s):  
Hiromitsu Shibayama ◽  
Yoshihiro Ueda ◽  
Takeo Kawabata
Keyword(s):  
Total Synthesis ◽  
Selective Acylation ◽  
Site Selective

ChemInform Abstract: Selective Acylation of Aliphatic Alcohols in the Presence of Phenolic Hydroxyl Groups.

ChemInform ◽  
2010 ◽  
Vol 31 (21) ◽  
pp. no-no
Author(s):  
Gowravaram Sabitha ◽  
Basi V. Subba Reddy ◽  
Garudammagari S. Kiran Kumar Reddy ◽  
Jhillu S. Yadav
Keyword(s):  
Aliphatic Alcohols ◽  
Phenolic Hydroxyl ◽  
Hydroxyl Groups ◽  
Selective Acylation ◽  
Phenolic Hydroxyl Groups

Site-Selective Functionalization of Hydroxyl Groups in Carbohydrate Derivatives

2018 ◽  
Vol 118 (23) ◽  
pp. 11457-11517 ◽  
Author(s):  
Victoria Dimakos ◽  
Mark S. Taylor
Keyword(s):  
Hydroxyl Groups ◽  
Selective Functionalization ◽  
Site Selective
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