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. 2020 Mar 24;25(6):1459. doi: 10.3390/molecules25061459

Table 2.

Influence of the organoboron derivative on the cross-coupling reaction of N-Boc-4-iodo-l-phenylalanine.

graphic file with name molecules-25-01459-i001.jpg

Entry Pd Catalyst X Conv (%) a
1 Pd-Calix-NS B(OH)2 40
2 Pd-Calix-NS BF3-K+ 10
3 Pd-Calix-NS graphic file with name molecules-25-01459-i002.jpg 0
4 Pd-Calix-NS graphic file with name molecules-25-01459-i003.jpg 98
5 Bulk Pd-Calix graphic file with name molecules-25-01459-i004.jpg <5
6 Pd-PLGA-PEG NPs graphic file with name molecules-25-01459-i005.jpg 97b
7 graphic file with name molecules-25-01459-i006.jpg B(OH)2 95c

aN-Boc-4-iodo-l-phenylalanine (1 equiv.), boronic acid derivatives (3 equiv.), Pd-Calix-NS (0.005 mol%), phosphate buffer (20 mM, pH = 8), 37 °C for 3 h. Conversion determined by 1H NMR analysis of the C-3 methylene signal. b 0.01% Pd, according to reference [30]. c 1 mol% Pd, according to reference [18].