Synthesis of new thiol-derivatized aminophosphines and their catalytic activities in C--C coupling reactions

Authors

NERMİN BİRİCİK
NERMİN MERİÇ
CEZMİ KAYAN
ZEYNEP ÖZGEN
SEVİL ŞEKER AZİZOĞLU
BAHATTİN GÜMGÜM

DOI

10.3906/kim-1505-91

Abstract

A series of new aminophosphines [Ph$_{2}$PHN-C$_{6}$H$_{4}$-R, where R = $o$-SH (4a), $m$-SH (4b) or $p$-SH (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 4b and 4c were proved to be excellent catalysts for Suzuki and Heck cross-coupling reactions.

Keywords

Aminophosphine, synthesis, catalysis, palladium, Suzuki-Heck

First Page

1257

Last Page

1264

Recommended Citation

BİRİCİK, NERMİN; MERİÇ, NERMİN; KAYAN, CEZMİ; ÖZGEN, ZEYNEP; AZİZOĞLU, SEVİL ŞEKER; and GÜMGÜM, BAHATTİN (2015) "Synthesis of new thiol-derivatized aminophosphines and their catalytic activities in C--C coupling reactions," Turkish Journal of Chemistry: Vol. 39: No. 6, Article 11. https://doi.org/10.3906/kim-1505-91
Available at: https://journals.tubitak.gov.tr/chem/vol39/iss6/11