1263862-49-2Relevant academic research and scientific papers
Copper(I) 1,2,3-triazol-5-ylidene complexes as efficient catalysts for click reactions of azides with alkynes
Nakamura, Tatsuhito,Terashima, Takahiro,Ogata, Kenichi,Fukuzawa, Shin-Ichi
, p. 620 - 623 (2011)
Complexes of copper with 1,4-diphenyl, 1,4-dimesityl, and 1-(2,6-diisopropylphenyl)-4-(3,5-xylyl)-1,2,3-triazol-5-ylidene (abnormal NHC = N-heterocyclic carbene) were prepared by consecutive treatment of the corresponding azolium salts with silver oxide and copper chloride. The new CuCl(aNHC) complexes efficiently catalyzed click reactions of azides with alkynes to give 1,4-substituted 1,2,3-triazoles in excellent yields at room temperature with short reaction times. CuCl(TPh) was particularly effective for the reaction between sterically hindered azides and alkynes.
Mono- and Di-Mesoionic Carbene-Boranes: Synthesis, Structures and Utility as Reducing Agents
Stein, Felix,Kirsch, Marius,Beerhues, Julia,Albold, Uta,Sarkar, Biprajit
, p. 2417 - 2424 (2021/06/17)
Mesoionic carbenes (MIC) of the 1,2,3-triazol-5-ylidene type are currently popular ligands in organometallic chemistry. Their use in main group chemistry has been rather limited. In this contribution we present mono- and di-MIC-boranes with MICs based on triazolylidenes. The synthesis involves in-situ deprotonation of the corresponding triazolium salts and their reaction with boranes to form the desired compounds. Whereas this reaction route worked well for all triazolium salts derived from the 1,4-regioisomer of the triazoles, for the methlyene-bridged bi-triazolium salt derived from a 1,5-substiuted triazole, we observed the unexpected decomposition of the bi-triazolium and the formation of a triazole-borane with a new N?B bond. All compounds were characterized via multinuclear NMR spectroscopy, mass spectrometry, and single crystal X-ray diffraction. Furthermore, the MIC-boranes were used as reducing agents for the reduction of the C=O of aldehydes to the corresponding alcohols.
Bulky iodotriazolium tetrafluoroborates as highly active halogen-bonding-donor catalysts
Haraguchi, Ryosuke,Hoshino, Shun,Sakai, Munenori,Tanazawa, Sho-go,Morita, Yoshitsugu,Komatsu, Teruyuki,Fukuzawa, Shin-ichi
supporting information, p. 10320 - 10323 (2018/09/21)
Steric bulk around catalytic centers is one of the most important factors determining catalytic reactivities and selectivities. This paper reports the synthesis of structurally diverse 5-iodo-3-methyl-1,2,3-triazolium salts and the evaluation of their cat
