, volume 71 , issue 10 , pages 1509-1514

Synthesis of adamantyl substituted 1,2,3-triazol-5-ylidene ligands and their PEPPSI-type palladium complexes

Takashi MITSUI ¹

Masato Sugihara ¹

Yuichiro Tokoro ¹

S. Fukuzawa ¹

Hide authors affiliations Show authors affiliations: 1 affiliation

Department of Applied Chemistry, Institute of Science and Engineering, Chuo University, 1-13-27 Kasuga, Bunkyo-ku, Tokyo, 112-8551, Japan. |

Publication type: Journal Article

Publication date: 2015-03-01

Elsevier

Tetrahedron

scimago Q3

wos Q2

SJR: 0.426

CiteScore: 4.1

Impact factor: 2.2

ISSN: 00404020, 14645416

DOI: 10.1016/j.tet.2015.01.040

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Organic Chemistry

Drug Discovery

Biochemistry

Abstract

PEPPSI-type Pd-complexes with the bulky mesoionic 1,2,3-triazolium carbenes (tzNHC) substituted by the adamantyl groups were prepared from 1-azidoadamantane and 1-ethynyladamantane. The X-ray analysis revealed that 1,4-diadamantyl-tzNHC complex (TAd-PEPPSI) showed longer Pd–C bond length than 1-adamantyl-4-phenyl-tzNHC complex (TAdPh-PEPPSI) and 1,4-diphenyl-tzNHC complex (TPh-PEPPSI). These complexes were applied to Hiyama coupling reaction between aryl bromides and phenyltrimethoxysilane. TAd-PEPPSI rapidly initiates the reaction, and TAdPh-PEPPSI gave good product yields.

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2 citations

V RAMKUMAR

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199 publications, 3 320 citations

h-index: 33

1 citation

Bermeshev Maxim

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DSc in Chemistry, associate professor, associate member of the Russian Academy of Sciences

211 publications, 2 891 citations, 45 reviews

h-index: 28

A.V. Topchiev Institute of Petrochemical Synthesis RAS

Enikolopov Institute of Synthetic Polymeric Materials of the Russian Academy of Sciences

Research interests

Metathesis polymerization

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MITSUI T. et al. Synthesis of adamantyl substituted 1,2,3-triazol-5-ylidene ligands and their PEPPSI-type palladium complexes // Tetrahedron. 2015. Vol. 71. No. 10. pp. 1509-1514.

GOST all authors (up to 50) Copy

MITSUI T., Sugihara M., Tokoro Y., Fukuzawa S. Synthesis of adamantyl substituted 1,2,3-triazol-5-ylidene ligands and their PEPPSI-type palladium complexes // Tetrahedron. 2015. Vol. 71. No. 10. pp. 1509-1514.

RIS |

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RIS Copy

TY - JOUR

DO - 10.1016/j.tet.2015.01.040

UR - https://doi.org/10.1016/j.tet.2015.01.040

TI - Synthesis of adamantyl substituted 1,2,3-triazol-5-ylidene ligands and their PEPPSI-type palladium complexes

T2 - Tetrahedron

AU - MITSUI, Takashi

AU - Sugihara, Masato

AU - Tokoro, Yuichiro

AU - Fukuzawa, S.

PY - 2015

DA - 2015/03/01

PB - Elsevier

SP - 1509-1514

IS - 10

VL - 71

SN - 0040-4020

SN - 1464-5416

ER -

BibTex |

Cite this

BibTex (up to 50 authors) Copy

@article{2015_MITSUI,

author = {Takashi MITSUI and Masato Sugihara and Yuichiro Tokoro and S. Fukuzawa},

title = {Synthesis of adamantyl substituted 1,2,3-triazol-5-ylidene ligands and their PEPPSI-type palladium complexes},

journal = {Tetrahedron},

year = {2015},

volume = {71},

publisher = {Elsevier},

month = {mar},

url = {https://doi.org/10.1016/j.tet.2015.01.040},

number = {10},

pages = {1509--1514},

doi = {10.1016/j.tet.2015.01.040}

}

MLA

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MLA Copy

MITSUI, Takashi, et al. “Synthesis of adamantyl substituted 1,2,3-triazol-5-ylidene ligands and their PEPPSI-type palladium complexes.” Tetrahedron, vol. 71, no. 10, Mar. 2015, pp. 1509-1514. https://doi.org/10.1016/j.tet.2015.01.040.

Publisher

Elsevier

Journal

Tetrahedron

scimago Q3

wos Q2

SJR

0.426

CiteScore

4.1

Impact factor

2.2

ISSN

00404020 (Print)

14645416 (Electronic)