Synthesis of TSPBA

CW Chao Wang
JW Jinqiang Wang
XZ Xudong Zhang
SY Shuangjiang Yu
DW Di Wen
QH Quanyin Hu
YY Yanqi Ye
HB Hunter Bomba
XH Xiuli Hu
ZL Zhuang Liu
GD Gianpietro Dotti
ZG Zhen Gu
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N,N,N′,N′-tetramethyl-1,3-propanediamine (0.1 g, 0.75 mmol) and 4-(bromomethyl)phenylboronic acid (0.5 g, 2.3 mmol) were dissolved in dimethylformamide (10 ml) and mixed together. After stirring at 60°C overnight, the mixture was poured into tetrahydrofuran (THF) (100 ml), filtered, and washed with THF (3 × 20 ml). After drying under vacuum overnight, pure TSPBA (0.3 g, yield 70%) was obtained. 1H nuclear magnetic resonance (300 MHz, d-DMSO, δ): 8.132 (s, 4H), 7.85 (d, 4H), 7.49 (d, 4H), 4.58 (s, 4H), 3.26 (s, 4H), 2.97 (s, 12H), 2.38 (m, 2H) (fig. S2).

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