A C3v-symmetric triphosphine ligand derived from trindane skeleton: synthesis, inclusion of C60, and catalytic activity of its Pd complex

•A novel C3v symmetric trindane based trisphosphine ligand 3 was synthesized.•Pyramidal inversion at phosphorous atoms of 3 was investigated.•Inclusion complex formation of 3 with C60 was investigated.•Catalytic activity of 3 was applied for the Suzuki-Miyaura cross-coupling reaction.

With the aim to design a multidentate C3v-symmetric trindane-based trisphosphine ligand 3 for Suzuki-Miyaura cross-coupling of 3-bromothiophene with phenylboronic acid, we observed the ability of this ligand to form an inclusion complex with buckyball C60. Along with its catalytic activity, the pyramidal inversion at phosphorous atoms of 3 and the formation of 3@C60 were investigated by 1H NMR, 31P{1H} NMR and DFT methods.

Graphical abstractA novel C3v symmetric trindane based trisphosphine ligand 3 was synthesized. Its pyramidal inversion at phosphorous atoms, inclusion complexation with C60, and the catalytic activity for Suzuki-Miyaura cross-coupling were investigated.Download high-res image (109KB)Download full-size image