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]-N
3 ( 1 , [Ru] = (
η5-C
5H
5)(dppe)Ru, dppe = Ph
2PCH
2CH
2PPh
2) 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]N
3(CH=CHCO
2Et)C
2H(CO
2) (
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]N
3(CH=CHCO
2Et)C
2H(CO
2CH
2R)}[Br] ( 3a , R = Ph ; 3b , R = C
6F
5; 3c , R = 4-C
6H
4CN, 3d , R = 2,6-C
6H
3F
2) and the subsequent cleavage of the Ru-N bond of 3a–d gives 1,5-disubstituted 1,2,3-triazoles N
3(CH=CHCO
2Et)C
2H(CO
2CH
2R) ( 4a , R = Ph; 4b , R = C
6F
5; 4c , R = 4-C
6H
4CN; 4d , R = 2,6-C
6H
3F
2) and [Ru]-Br. A 1,2,3-triazolium salt [N
3(CH=CHCO
2Et)(CH
2C
6F
5)C
2H
2][Br] ( 5 ) was formed by transformation of 4b in BrCH
2C
6F
5/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.
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