• Journal of Radiation Protection and Research
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• 제30권1호
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• pp.31-34
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• 2005

The article is devoted to the study of some hi-and tricyclic derivatives of aziridine as materials lot newindicators of ionizing radiation. To create high sensitive materials some aspects of photo induced ring opening processes in aziridine derivatives in ethanol solutions and in polymeric matrix were studied and two steps character of the processes investigated was established. Two types of radioindicators were suggested and preliminary tested. The new way of synthesis of radiochromic derivatives of aziridine was developed and series of target compounds synthesized.

• 한국추진공학회:학술대회논문집
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• 한국추진공학회 2004년도 제23회 추계학술대회 논문집
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• pp.215-222
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• 2004

본 논문에서는 고분자의 바인더와 고체불질 사이의 결합력을 증진시켜 물성을 향상시키는 역할과 화학결합에 의한 두 재질간의 접착력을 향상시킬 목적으로 사용되는 Aziridine계 bonding agent를 합성하여 이화학 특성을 분석하고 이를 라이너에 적용하였을 때 불성 및 접착력 특성에 관한 연구를 하였다. 비교 실험을 진행하기 위해 미국 3M사에서 제조한 HX-868을 통일한 조건에서 사용했고 미국규격에 규정된 항목과 각 항목에 대한 표준화된 방법으로 분석하였다. 그 결과 국내기술로 합성한 HX-868이 미국에서 제조된 HX-868과 통일한 품질 수준으로 갖는 것으로 평가되었다.

• Bulletin of the Korean Chemical Society
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• 제11권5호
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• pp.422-426
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• 1990

Fully optimized MNDO molecular orbital calculations are described for N-nitroso-aziridine (I), -oxaziridine (II), and -dioxaziridine (III). The ground state geometries show the nonplanar configuration around the imino nitrogen. The nitroso group rotational energy barriers are 3.25, 0.43 and 1.18 kcal/mol for I, II and III, respectively. Also the calculated aziridine ring inversion barriers are 3.98, 15.61 and 27.46 kcal/mol for I, II and III, respectively.

• 대한화학회지
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• 제27권1호
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• pp.38-45
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• 1983

아지리딘 유도체들은 저온에서 아지리딘 N-옥시드 화합물들을 생성하는데 쓰여졌으며, 이 N-옥시드 화합물들은 수소이온이 첨가된 아지리딘처럼 실온에서 쉽게 분해하거나 또는 자리 옮김 반응을 일으켰다. N-옥시드 화합물이 분해하여 생성되는 니트로소 3차 부탄 화합물은 푸른색을 띄므로 쉽게 알 수 있다. 이 화합물은 아지리딘 고리의 탄소원자에 알킬기가 치환되지 않고, 아지리딘의 질소원자에 3차 부틸기와 같이 N-옥시드 자리옮김 반응이 불가능할 경우에 주요생성물임을 밝혔다. 그러나 알킬기로 치환되었을 경우 메틸기일 때는 대부분의 아지리딘이 시그마트로픽 자리옮김 반응이 일어나 올레핀 화합물이 생성되었다. 이때 아지리딘 고리의 질소에는 3차 부틸기가 치환된 때이다. 만일 질소에 3차 부틸기를 에틸기로 치환하면 아지리딘 고리에 자리옮김 반응이 일어나지 않고 에틸기가 에틸렌으로 제거 반응이 일어나서 N-히드록시 아지리딘 화합물이 생성되었다.

• Bulletin of the Korean Chemical Society
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• 제26권9호
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• pp.1339-1343
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• 2005

The N-inversion energies and nucleophilic ring-opening reactions of N-substituted aziridine compounds are investigated using B3LYP/6-31+$G^*$ methods, where substituents (R) on the nitrogen atom has been H (1), Me (2), Ph (3), Bn (4), CHMePh (5), $CO_2Me$ (6), COPh (7) and $SO_2Ph$ (8). The N-inversion energy with X group are decreased as the following order: R = CHMePh (17.06 kcal/mol) $\gt$ Me (16.97) $\gt$ Bn (16.70) $\gt$ H (16.64) $\gt$ $SO_2Ph$ (12.18) $\gt$ Ph (8.91) $\gt$ COPh (5.75) $\gt$ $CO_2Me$ (5.48). For reactivity of the ring opening toward cyanide ion, the aziridine 6 (R=$CO_2Me$) is shown to be the most reactive one. During the ring opening of aziridine 6 by CN$^{\ominus}$, the torsional OCNC angle becomes near to $180^{\circ}$, where the geometry allows for the effective incorporation of electrons of the nitrogen atom to the C=O bond. It would be a possible driving force for nucleophilic ring opening reaction as well as decreasing the N-inversion energy barrier. Regarding to the regioselectivity, the orientation of nucleophile in ring opening reaction appears to be different in the case of 9 and 10. The results are discussed in terms of steric/electronic effect of the $C_2$-substituents.

• Journal of Photoscience
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• 제12권2호
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• pp.63-66
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• 2005

The azomethine ylide forming photoreaction has been explored by probing the excited state chemistry of several N-trimethylsilylmethyl substituted cyclic and acyclic imides and amide analogs. N-[(Trimethylsilyl)methyl]-N-mesylbenzamide (5) undergoes the excited state C to O silyl migration reaction to produce azomethine ylide intermediate 13. This ylide undergoes electrocyclization to form transient aziridine intermediate 14 which react further by ring opening to generate N-phenacylamine product 10. On the other hand, photolysis of N-[N-mesyl-N-(trimethylsilyl)methyl]aminoethyl-N-mesylbenzamide (8) brings about desilylation resulting in the production of dimer 17.

• Bulletin of the Korean Chemical Society
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• 제24권2호
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• pp.189-192
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• 2003

The reaction of 4-(2-methylaziridin-1-yl)-3-ureidobenzotrifluorides 4 with triphenylphosphine, carbon tetrachloride, and triethylamine (Appel's condition) led to the corresponding carbodiimides 5, which underwent intramolecular cycloaddition reaction with aziridine under the reaction condition to give the benzimidazolefused heterocycles, 2,3-dihydro-1H-imidazo[1,2-a]benzimidazoles 8 and 12,13-dihydro-5H-benzimidazo[2,3-b] [1,3]benzodiazepines 9.

• 대한화학회지
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• 제59권3호
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• pp.203-204
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• 2015

• Bulletin of the Korean Chemical Society
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• 제33권11호
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• pp.3895-3898
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• 2012

• Bulletin of the Korean Chemical Society
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• 제31권3호
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• pp.611-614
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• 2010

Substituted imidazolidin-2-ones deduced as potential inhibitors of IleRS by docking simulations were synthesized from an aziridine-2-carboxaldehyde. Reductive amination of an aziridine-2-carboxaldehyde with dipeptides for the substituents at N1 and followed by aziridine-ring expansion with triphosgene afforded 4-chloromethylimidazolidin-2-ones whose chloride were further manipulated towards phenylurea, pyrimidin-2-yl-urea or benzenesulfonamide at C4.