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

Dong Seob Lim; Suban K. Sahoo; Chan Sik Cho; Yang Kim; Heung Jin Choi

doi:10.1016/j.tetlet.2015.08.069

A C_3v-symmetric triphosphine ligand derived from trindane skeleton: synthesis, inclusion of C₆₀, and catalytic activity of its Pd complex

Dong Seob Lim, Suban K. Sahoo, Chan Sik Cho, Yang Kim, Heung Jin Choi

Department of Applied Chemistry

Research output: Contribution to journal › Article › peer-review

2 Scopus citations

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 ¹H NMR, ³¹P{¹H} NMR and DFT methods.

Original language	English
Article number	46653
Pages (from-to)	5665-5669
Number of pages	5
Journal	Tetrahedron Letters
Volume	56
Issue number	41
DOIs	https://doi.org/10.1016/j.tetlet.2015.08.069
State	Published - 7 Oct 2015

Keywords

P NMR
C
Inclusion complexation
Suzuki-Miyaura cross-coupling
Trisphosphine ligand

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10.1016/j.tetlet.2015.08.069

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

abstract = "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.",

keywords = "P NMR, C, Inclusion complexation, Suzuki-Miyaura cross-coupling, Trisphosphine ligand",

author = "Lim, {Dong Seob} and Sahoo, {Suban K.} and Cho, {Chan Sik} and Yang Kim and Choi, {Heung Jin}",

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T1 - A C3v-symmetric triphosphine ligand derived from trindane skeleton

T2 - synthesis, inclusion of C60, and catalytic activity of its Pd complex

AU - Lim, Dong Seob

AU - Sahoo, Suban K.

AU - Cho, Chan Sik

AU - Kim, Yang

AU - Choi, Heung Jin

PY - 2015/10/7

Y1 - 2015/10/7

N2 - 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.

AB - 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.

KW - P NMR

KW - C

KW - Inclusion complexation

KW - Suzuki-Miyaura cross-coupling

KW - Trisphosphine ligand

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M3 - Article

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SN - 0040-4039

VL - 56

SP - 5665

EP - 5669

JO - Tetrahedron Letters

JF - Tetrahedron Letters

IS - 41

M1 - 46653

ER -

A C_3v-symmetric triphosphine ligand derived from trindane skeleton: synthesis, inclusion of C₆₀, and catalytic activity of its Pd complex

Abstract

Keywords

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