Extended Data Fig. 2: Insight regarding the orthogonality of CuPDF and CuAAC and the uniqueness of the phos ligand.
From: Click processes orthogonal to CuAAC and SuFEx forge selectively modifiable fluorescent linkers
a, CuAAC (in red) with phos–CuB(pin) is considerably less effective than the more established protocols (for example, condition A, Fig. 2c). b, Experimental evidence indicating that addition of phos–CuB(pin) to an allene is faster than an alkyne. c, With dppf as the ligand, the desired three-component process affording 6 is less efficient than when phos is used (compare to data in Fig. 2b). d, Additionally, with dppf as the ligand, chemoselectivity is lower than when phos is used: addition of the corresponding Cu–B(pin) complex to alkyne 2 is more competitive. Ts, p-toluenesulfonate; pin, pinacolato; dppf, 1,1’-bis(diphenylphosphino)ferrocene; CuAAC, copper(I)-catalysed alkyne-azide cycloaddition; Bz, benzoate.
