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1-Benzyl-4-Iodomethyl-2-Azetidinone의 합성과 Iodo기에 대한 전기화학적 환원반응
김일광,이영행,이채호,채규윤,김윤근,Kim Il Kwang,Lee Young Haeng,Lee Chai Ho,Chai Kyu Yun,Kim Yoon Geun 대한화학회 1991 대한화학회지 Vol.35 No.1
1-Benzyl-4-iodomethyl-2-azetidinone(BIMA)을 합성하여 iodomethyl기에 대한 전기화학적 환원을 direct current, differential pulse polarography, cyclic voltammetry 그리고 controlled potential coulometry 방법으로 연구하였다. BIMA의 환원과정은 1단계(-1.35 volts vs. Ag-AgCl)에서 완전비가역과 2전자이동후에 양성자가 첨가되는 EEC 반응기구로 진행되었으며 1-benzyl-4-methyl-2-azetidinone이 생성되었다. 양이온 계면활성제(cetyltrimethylammonium bromide)의 농도가 진하여질수록 양전위 이동이 있었으나 음이온 계면활성제(sodium lauryl sulfate)의 경우에는 2단계로 세분화되는 현상이 나타났다. pH변화에 따른 전극환원과정과 생성물 분석의 결과를 바탕으로 전기화학적 반응기구를 제안하였다. 1-Benzyl-4-iodomethyl-2-azetidinone(BIMA) was synthesized and its electrochemical reduction was investigated by direct current, differential pulse polarography, cyclic voltammetry and controlled potential coulometry. The irreversible two electron transfer on reductive dehalogenation of iodo group proceeded to form 1-benzyl-4-methyl-2-azetidinone by EEC electrode reaction mechanism at the first reduction step(-1.35 volts vs. Ag-AgCl). The polarographic reduction waves separated into two reduction steps due to anionic surfactant (sodium lauryl sulfate) effects, while the waves were shifted to the positive potential as the concentration of cationic surfactant (cetyltrimethylammonium bromide) increased. Upon the basis of results on the product analysis and interpretation of polarogram with pH variable, EEC electrochemical reaction mechanism was suggested.
(3-Nitropyridyl)diphenyl phosphate: A Reactive Condensing Agenent for β-Lactam Formation
채규윤,이영행 圓光大學校 1992 論文集 Vol.26 No.2
베타-락탐 고리화 반응을 위한 카르복시기 활성화 시약인 (3-nitropyridyl)diphenyl phosphate(3-NDP)을 diphenyl chlorophosphate, 2-hydroxy-3-nitropyridine 그리고 triethylamine을 methylene chloride 용액에서 반응시켜 얻었다. 3-NDP는 비교적 안정한 고체이고 반응후 부신물의 제거가 용이하므로 베타-아미노산 유도체의 N-C₂분자내 고리화 반응을 위한 카르복시기 활성화시약으로 사용하였다. A reactive condensing agent, (3-nitropyridyl)diphenyl phosphate (3-NDP), was readily prepared by the reaction 2-hydroxy-3-nitropyridine with diphenyl chlorophosphate in the presence of triethylamine. 3-NDP was found to be very useful for β-Lactams formation from amino acids in high yield, It is easily handled because 3-NDP is solid having some degree stability. Furthermore, 2-hydroxy-3-nitropyridine, a reaction byproduct, is readily removed from the reaction products by washing the reaction mixture with 5% aqueous sodium bicarbonate.
여러종류 작용기를 가진 Oxalato - Bridged 디니켈 (Ⅱ) 착물의 합성과 특성
김성권,채규윤 한국공업화학회 1998 응용화학 Vol.2 No.1
The new oxalato-bridged dinickel(II) complexes of hexaaza macrocyclic ligands 1-3. which incorporate functional groups such as -OH. -CN and -CH₃ into the pendant arms attached at the uncoordinated bridgehead nitrogen atoms. are prepared by the reactions of Ni(II) complexes of ligands 1-3 with oxalate anion. The complexes are in a octahedral geometry in solution, and here, the Ni(II) ion coordinated by four secondary nitrogen atoms of the macrocycle and two oxygen atoms of oxalate anion. The pendant hydroxyl and nitrile groups in [Ni₂(L)₂OX]²+ (L : 1-2) do not coordinate Ni(II) ion in solution. The spectroscopic properties of these complexes are not affected significantly by the nature of the pendant functional groups.