A C3v-symmetric triphosphine ligand derived from trindane skeleton: synthesis, inclusion of C60, and catalytic activity of its Pd complex. Issue 41 (7th October 2015)

• Record Type: Journal Article
• Authors: Lim, Dong Seob; Sahoo, Suban K.; Cho, Chan Sik; Kim, Yang; Choi, Heung-Jin
• Is Part Of: Tetrahedron letters. Volume 56:Issue 41(2015)
• Page Start: 5665
• Page End: 5669
• Publication Date: 2015-10-07
• Subjects: Trisphosphine ligand -- Suzuki–Miyaura cross-coupling -- Inclusion complexation -- C60 -- 31P NMR; Chemistry, Organic -- Periodicals; 547.005
• DOI: 10.1016/j.tetlet.2015.08.069
• Languages: English
• ISSNs: 0040-4039

Abstract

Graphical abstract: A novel C 3v 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. Highlights: A novel C 3v 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. Abstract: With the aim to design a multidentate C 3v -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 1 H NMR, 31 P{ 1 H} NMR and DFT methods.