Bis(1,2,3-triazole)s have attracted recent interest as coordinating ligands for transition metals. Here we report a rapid, modular method for the synthesis of 1,1 -disubstituted-4,4 -linked unsymmetrical bis(1,2,3-triazole)s. The method employs sequential copper catalyzed azide-alkyne cycloaddition and deprotection steps on a monosilylbutadlyne. TMS (trimethylsilyl) and TIPS (trilsopropylsilyl) were both investigated with TIPS being the preferred protecting group due to increased stability. The reactions were amenable to one-pot synthesis, and an optimized one-pot, three-step procedure was developed.
Doak, B., Scanlon, M., & Simpson, J. (2011). Synthesis of unsymmetrical 1,1 '-disubstituted Bis(1,2,3-triazole)s using monosilylbutadiynes. Organic Letters, 13(3), 537 - 539. https://doi.org/10.1021/ol102852z