The synthesis of a series of ruthenium 1,5-disubstituted 1,2,3-triazolato complexes, 1,5-disubstituted 1,2,3-triazoles, and a triazolium salt is reported. Treatment of the ruthenium azido complex [Ru]-N₃ (1, [Ru] = (η⁵-C₅H₅)(dppe)Ru, dppe = Ph₂PCH₂CH₂PPh₂) with an excess of ethyl propiolate results in the formation of a mixture of the Z- and E-forms of zwitterionic N(1)-bound N(3)-ethyl acryl-4-carboxylate triazolato complexes [Ru]N₃(CH=CHCO₂Et)C₂H(CO₂) (Z-2) and (E-2). The arylation of 2 with aromatic bromides gives a series of cationic N(1)-bound N(3)-ethyl acryl-4-alkoxycarbonyl triazolato complexes {[Ru]N₃(CH=CHCO₂Et)C₂H(CO₂CH₂R)}[Br] (3a, R = Ph; 3b, R = C₆F₅; 3c, R = 4-C₆H₄CN, 3d, R = 2,6-C₆H₃F₂) and the subsequent cleavage of the Ru-N bond of 3a–d gives 1,5-disubstituted 1,2,3-triazoles N₃(CH=CHCO₂Et)C₂H(CO₂CH₂R) (4a, R = Ph; 4b, R = C₆F₅; 4c, R = 4-C₆H₄CN; 4d, R = 2,6-C₆H₃F₂) and [Ru]-Br. A 1,2,3-triazolium salt [N₃(CH=CHCO₂Et)(CH₂C₆F₅)C₂H₂][Br] (5) was formed by transformation of 4b in BrCH₂C₆F₅/chloroform mixture. The structures of Z-3a and Z-5 were confirmed by single-crystal x-ray diffraction analysis and both complexes participate in non-covalent aromatic interactions in the solid-state structures which can be favorable in the binding of DNA/biomolecular targets and have shown great potential in the application of biologically active anticancer drugs.

中文翻译：

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两性离子钌三唑络合物芳基化合成芳基官能化、1,5-二取代的 1,2,3-三唑和衍生物

报道了一系列 1,5-二取代 1,2,3-三唑合钌络合物、1,5-二取代 1,2,3-三唑和三唑鎓盐的合成。用过量的丙炔酸乙酯处理叠氮基钌配合物 [Ru]-N ₃ ( 1 , [Ru] = ( η ⁵ -C ₅ H ₅ )(dppe)Ru, dppe = Ph ₂ PCH ₂ CH ₂ PPh ₂ )导致形成Z - 和E -形式的两性离子N (1)-结合的N (3)-乙基丙烯酰基-4-羧酸盐三唑络合物 [Ru]N ₃ (CH=CHCO ₂Et)C ₂ H(CO ₂ ) ( Z - 2 ) 和 ( E - 2 )。2与芳族溴化物的芳基化得到一系列阳离子N (1)-结合的N (3)-乙基丙烯酰基-4-烷氧基羰基三唑络合物 {[Ru]N ₃ (CH=CHCO ₂ Et)C ₂ H(CO ₂ CH ₂ R)}[Br] ( 3a , R = Ph ; 3b , R = C ₆ F ₅ ; 3c , R = 4-C ₆ H ₄ CN, 3d , R = 2,6-C ₆H ₃ F _{2 ) 和随后}3a-d的 Ru-N 键的裂解得到 1,5-二取代的 1,2,3-三唑 N ₃ (CH=CHCO ₂ Et)C ₂ H(CO ₂ CH ₂ R ) ( 4a , R = Ph; 4b , R = C ₆ F ₅ ; 4c , R = 4-C ₆ H ₄ CN; 4d , R = 2,6-C ₆ H ₃ F ₂ ) 和 [Ru]-Br . 1,2,3-三唑盐[N ₃ (CH=CHCO ₂ Et)(CH ₂ C ₆F ₅ )C ₂ H ₂ ][Br] ( 5 ) 是通过将4b在 BrCH ₂ C ₆ F ₅ /氯仿混合物中转化形成的。Z -3a和Z -5的结构通过单晶 X 射线衍射分析得到证实，两种配合物都参与固态结构中的非共价芳族相互作用，这有利于 DNA / 生物分子靶标的结合和在生物活性抗癌药物的应用方面显示出巨大的潜力。