Synthesis of new thiol-derivatized aminophosphines and their catalytic activities in C--C coupling reactions
A series of new aminophosphines [Ph$_{2}$PHN-C$_{6}$H$_{4}$-R, where R = $o$-SH (\textbf{4a}), $m$-SH (\textbf{4b) or }$p$-SH (\textbf{4c})] were readily synthesized from cheap starting materials by the phosphorylation reaction of $o$, $m$, and $p$-aminothiophenols with Ph$_{2}$PCl in the presence of triethyl amine. The new compounds were characterized by NMR and IR spectroscopy and microanalysis. In addition, aminophosphine ligands--palladium systems were investigated as precatalysts in C--C coupling reactions. Compounds \textbf{4b} and \textbf{4c }were proved to be excellent catalysts for Suzuki and Heck cross-coupling reactions.
Synthesis of new thiol-derivatized aminophosphines and their catalytic activities in C--C coupling reactions
A series of new aminophosphines [Ph$_{2}$PHN-C$_{6}$H$_{4}$-R, where R = $o$-SH (\textbf{4a}), $m$-SH (\textbf{4b) or }$p$-SH (\textbf{4c})] were readily synthesized from cheap starting materials by the phosphorylation reaction of $o$, $m$, and $p$-aminothiophenols with Ph$_{2}$PCl in the presence of triethyl amine. The new compounds were characterized by NMR and IR spectroscopy and microanalysis. In addition, aminophosphine ligands--palladium systems were investigated as precatalysts in C--C coupling reactions. Compounds \textbf{4b} and \textbf{4c }were proved to be excellent catalysts for Suzuki and Heck cross-coupling reactions.
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- of NHPPh2) , 134.78 (C4-Ar), 134.73 (C2-Ar), 132.77 (d, J = 21.1 Hz, o -carbons of NHPPh2) , 129.16 (s, p - carbons of NHPPh2) , 128.50 (d, J = 6.0 Hz, m -carbons of NHPPh2) , 115.68 (C3-Ar); assignment was based on the1H–13C HETCOR and1H–1H COSY spectra;31P{1H} NMR (CDCl3, ppm): δ 36.71 (s). IR (KBr pellet in cm −1 ).epsυ 3278 (N–H) 3147, 3016 (aromatic C–H), 2532 (S–H), 1431 (P–Ph), 738 (P–NH); C18H16NSP
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