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Synthesis and reactivity of a triphenyltin-functionalized 1H-(3,5-dimethylpyrazol-1-ylmethyl)-1,2,3-benzotriazole

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Abstract

Treatment of 1H-(3,5-dimethylpyrazol-1-ylmethyl)-1,2,3-benzotriazole [CH2(3,5-Me2Pz)(Bt)] with one equivalent of n-BuLi followed by Ph3SnCl gave a ditin derivative [(Ph3Sn)2C(3,5-Me2Pz)(Bt)]. Use of two equivalents of n-BuLi gave CH2(3,5-Me2Pz)(Bt-SnPh3) together with (Ph3Sn)2C(3,5-Me2Pz)(Bt). Reaction of (Ph3Sn)2C(3,5-Me2Pz)(Bt) with W(CO)5(THF) gave (Ph3Sn)2C(3,5-Me2Pz)(BtW(CO)5), while the reaction of CH2(3,5-Me2Pz)(Bt-SnPh3) with W(CO)5(THF) resulted in the formation of three complexes, namely CH2(3,5-Me2Pz)(Bt-SnPh3)W(CO)5, CH2(3,5-Me2Pz)(Bt-SnPh3)W(CO)4 and CH2(3,5-Me2Pz)(Bt)W(CO)4. All of these products have been characterized by physicochemical and spectroscopic methods. In addition, the structures of five of the compounds have been confirmed by X-ray structural analyses, revealing that the functionalized 1H-(3,5-dimethylpyrazol-1-ylmethyl)-1,2,3-benzotriazole has variable coordination modes.

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Acknowledgments

This work is supported by the National Natural Science Foundation of China (No. 21372124).

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Authors and Affiliations

  1. Department of Chemistry, State Key Laboratory of Elemento-Organic Chemistry, Nankai University, Tianjin, 300071, People’s Republic of China

    Huan Yang, Song Li & Liang-Fu Tang

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  1. Huan Yang
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  2. Song Li
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Correspondence to Liang-Fu Tang.

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Yang, H., Li, S. & Tang, LF. Synthesis and reactivity of a triphenyltin-functionalized 1H-(3,5-dimethylpyrazol-1-ylmethyl)-1,2,3-benzotriazole. Transit Met Chem 41, 655–661 (2016). https://doi.org/10.1007/s11243-016-0065-0

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