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. Author manuscript; available in PMC: 2015 Feb 7.
Published in final edited form as: J Org Chem. 2014 Jan 21;79(3):888–900. doi: 10.1021/jo401744b

Table 5.

Suzuki-Miyaura Couplings Reactions: Nok vs. TPGS-750-M

graphic file with name nihms558965u5.jpg
Entry Aryl halide Boronic acid Product TPGS-750-Ma yield(%) Noka yield(%) Time (h)
1 graphic file with name nihms558965t14.jpg graphic file with name nihms558965t15.jpg graphic file with name nihms558965t16.jpg 99 99 2
2 graphic file with name nihms558965t17.jpg graphic file with name nihms558965t18.jpg graphic file with name nihms558965t19.jpg 94 99 2
3 graphic file with name nihms558965t20.jpg graphic file with name nihms558965t21.jpg graphic file with name nihms558965t22.jpg 90 95 4
4 graphic file with name nihms558965t23.jpg graphic file with name nihms558965t24.jpg graphic file with name nihms558965t25.jpg 94 99 4
a

Isolated yields of chromatographically pure materials; reaction conditions: alkyl bromide (0.5 mmol, 1 equiv), boronic acid (0.75–1.00 mmol), triethylamine (3 equiv), catalyst Pd(dtbpf)Cl2 (2 mol %), and 2 wt % of surfactant/H2O.