Fig. 5: DNA-conjugated selenonium salts diversification via Suzuki cross-coupling.
From: On-DNA C–H functionalization of electron-rich arenes for DNA-encoded libraries

DNA conjugate (0.2 mM), APhos Pd G3 (4 mM), boronic acid (100 mM) in NaPi buffer (0.25 M, pH 8.0):DMA (3:2), 95 °C, 15 min. a, 2-Methoxypyrimidine-5-boronic acid. b, 6-Chloro-3-pyridineboronic acid. c, 2-Methylpyridine-4-boronic acid, 80 °C, 10 min. d, DNA conjugate (0.3 mM), 1,2,2,6,6-pentamethylpiperidine (16 mM), 3-methylisoquinoline (660 mM) in DMSO:water (9:1), Ar, 25 °C, 450-nm LED, 15 min. Ar, argon; APhos, (4-(N,N-dimethylamino)phenyl)di-tert-butyl phosphine. Depicted DNA fragment: HP–AOP–NH–. See the Methods for more details.