Fundamental Study on Arsenic(III) Halides (AsX3; X = Br, I) toward the Construction of C3-Symmetrical Monodentate Arsenic Ligands

Susumu Tanaka; Masafumi Konishi; Hiroaki Imoto; Yuma Nakamura; Masatoshi Ishida; Hiroyuki Furuta; Kensuke Naka

doi:10.1021/acs.inorgchem.0c00598

Fundamental Study on Arsenic(III) Halides (AsX₃; X = Br, I) toward the Construction of C₃-Symmetrical Monodentate Arsenic Ligands

Inorg Chem. 2020 Jul 20;59(14):9587-9593. doi: 10.1021/acs.inorgchem.0c00598. Epub 2020 Jun 9.

Authors

Susumu Tanaka¹, Masafumi Konishi¹, Hiroaki Imoto¹, Yuma Nakamura², Masatoshi Ishida², Hiroyuki Furuta², Kensuke Naka¹

Affiliations

¹ Faculty of Molecular Chemistry and Engineering, Graduate School of Science and Technology, Kyoto Institute of Technology, Goshokaido-cho, Matsugasaki, Sakyo-ku, Kyoto 606-8585, Japan.
² Department of Chemistry and Biochemistry, Graduate School of Engineering, and Center for Molecular Systems, Kyushu University, Fukuoka 819-0395, Japan.

PMID: 32515950
DOI: 10.1021/acs.inorgchem.0c00598

Abstract

Arsenic ligands have attracted considerable attention in coordination chemistry. Arsenic(III) halides are the most important starting materials in the preparation of monodentate arsenic ligands. In this work, we optimized the synthetic methodologies of arsenic(III) halides (AsX₃; X = Br, I) and examined the difference of their physical properties such as solubility to organic solvent and reactivity to nucleophiles. In addition, a wide variety of monodentate arsenic ligands were prepared with the obtained AsX₃. Finally, the obtained monodentate arsenic ligands were utilized for copper-free Sonogashira cross-coupling reaction in the reaction system with porphyrin. The results showed that monodentate arsenic ligands have higher catalytic activity compared with triphenylphosphine because of the difference of the electronic features of lone pairs between arsenic and phosphorus atoms.