Facile N-N activation in benzotriazole: Capturing the dimroth azo/triazole intermediate by complexation to iridium

BohleD.S.; ChuaZ.; PerepichkaI.

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Facile N-N activation in benzotriazole: Capturing the dimroth azo/triazole intermediate by complexation to iridium

机译：Benzotraiazole中的嵌入N-N活化：通过络合捕获DiMroth Azo /三唑级中间体

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The in situ observation of benzotriazole ring and ring-opened isomers, which result from the Dimroth equilibrium for 1-[(nonafluorobutane) sulfonyl]benzotriazole, 1, in solution by 19F NMR and UV/Vis spectroscopy is reported. Two benzotriazoles, compound 1 and 1,1-sulfonylbis(benzotriazole) (3), undergo Dimroth triazole ring opening and coordination to an iridium( I) metal center to give either linear diazo [IrI(h1-NNPhNSO2C4F9)(Cl)(PPh 3)2] (2) or an unusual double bent diazene [IrIII(h3-NNPhNSO2Btz)(Cl)(PPh3)2] (4; Btz=benzotriazole) complex.

机译：据报道，苯并三唑环和环形异构体的原位观察，由19F NMR和UV / Vis光谱溶液中的1 - [（非氟丁烷）磺酰基]苯并三唑。两个苯并三唑，化合物1和1,1-磺基（苯并三唑）（3），经过二滴三唑环开口和与铱（I）金属中心的配位，以提供线性Diazo [IRI（H1-NNPHNSO2C4F9）（CL）（PPH 3）2]（2）或不寻常的双弯曲重氮（IRIII（H3-NNPHNSO2BTZ）（CL）（PPH3）2]（4; BTZ =苯并三唑）复合物。

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来源
《ChemPlusChem》 |2013年第10期|共7页
作者
BohleD.S.; ChuaZ.; PerepichkaI.;
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作者单位

Department of Chemistry McGill University 801 Sherbrooke St. W. Montreal H3A 0B8 Canada;

Department of Chemistry McGill University 801 Sherbrooke St. W. Montreal H3A 0B8 Canada;

Department of Chemistry McGill University 801 Sherbrooke St. W. Montreal H3A 0B8 Canada;

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正文语种 eng
中图分类化学;
关键词
azo compounds; benzotriazoles; oxidative addition reactions; rearrangement; transition metals; vibrational spectroscopy;

机译：偶氮化合物;苯并三唑;氧化添加反应;重排;过渡金属;振动光谱;

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1. Facile N-N activation in benzotriazole: Capturing the dimroth azo/triazole intermediate by complexation to iridium [J] . BohleD.S., ChuaZ., PerepichkaI. ChemPlusChem . 2013,第10期

机译：Benzotraiazole中的嵌入N-N活化：通过络合捕获DiMroth Azo /三唑级中间体
2. Facile N-N activation in benzotriazole: Capturing the dimroth azo/triazole intermediate by complexation to iridium [J] . BohleD.S., ChuaZ., PerepichkaI. ChemPlusChem . 2013,第10期

机译：Benzotraiazole中的嵌入N-N活化：通过络合捕获DiMroth Azo /三唑级中间体
3. Facile N-N activation in benzotriazole: Capturing the dimroth azo/triazole intermediate by complexation to iridium [J] . BohleD.S., ChuaZ., PerepichkaI. ChemPlusChem . 2013,第10期

机译：Benzotraiazole中的嵌入N-N活化：通过络合捕获DiMroth Azo /三唑级中间体
4. Facile Heterolysis of H2 Mediated by Iridium and Rhodium-Thiolate Complexes [C] . Mayumi Sakamoto, Yasuhiro Ohki, Kazuyuki Tatsumi Symposium on Organometallic Chemistry . 2008

机译：由铱和铑 - 硫醇酸酯复合物介导的H2的容量异溶解
5. New directions with triazole and benzotriazole chemistry: From nucleoside modification to carbon-hydrogen bond-activation [D] . Singh, Manish K. 2012

机译：三唑和苯并三唑化学的新方向：从核苷修饰到碳氢键活化
6. Azo-Based Iridium(III) Complexes as Multicolor Phosphorescent Probes to Detect Hypoxia in 3D Multicellular Tumor Spheroids [O] . Lingli Sun, Guanying Li, Xiang Chen, -1

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7. Iridium mediated phenolic O-H activation and cyclometalation of 2-(naphthyl-1′-azo)-4-methylphenol — Formation of organoiridium complexes [O] . Rama Acharyya, Shie-Ming Peng, Gene-Hsiang Lee, 2009

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Facile N-N activation in benzotriazole: Capturing the dimroth azo/triazole intermediate by complexation to iridium

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