Aryl-Fluoride Bond-Forming Reductive Elimination from Nickel(IV) Centers

Elizabeth A. Meucci; Alireza Ariafard; Allan J. Canty; Jeff W. Kampf; Melanie S. Sanford

doi:10.1021/jacs.9b06896

Aryl-Fluoride Bond-Forming Reductive Elimination from Nickel(IV) Centers

Elizabeth A. Meucci, Alireza Ariafard, Allan J. Canty, Jeff W. Kampf, Melanie S. Sanford^*

^*Corresponding author for this work

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

53 Citations (Scopus)

Abstract

The treatment of pyridine- and pyrazole-ligated Ni^II σ-aryl complexes with Selectfluor results in C(sp²)-F bond formation under mild conditions. With appropriate design of supporting ligands, diamagnetic Ni^IV σ-aryl fluoride intermediates can be detected spectroscopically and/or isolated during these transformations. These studies demonstrate for the first time that Ni^IV σ-aryl fluoride complexes participate in challenging C(sp²)-F bond-forming reductive elimination to yield aryl fluoride products.

Original language	English
Pages (from-to)	13261-13267
Number of pages	7
Journal	Journal of the American Chemical Society
Volume	141
Issue number	33
DOIs	https://doi.org/10.1021/jacs.9b06896
Publication status	Published - 21 Aug 2019
Externally published	Yes

Access to Document

10.1021/jacs.9b06896

Cite this

@article{80132440bfc941a780b82b92bc94bffd,

title = "Aryl-Fluoride Bond-Forming Reductive Elimination from Nickel(IV) Centers",

abstract = "The treatment of pyridine- and pyrazole-ligated NiII σ-aryl complexes with Selectfluor results in C(sp2)-F bond formation under mild conditions. With appropriate design of supporting ligands, diamagnetic NiIV σ-aryl fluoride intermediates can be detected spectroscopically and/or isolated during these transformations. These studies demonstrate for the first time that NiIV σ-aryl fluoride complexes participate in challenging C(sp2)-F bond-forming reductive elimination to yield aryl fluoride products.",

author = "Meucci, \{Elizabeth A.\} and Alireza Ariafard and Canty, \{Allan J.\} and Kampf, \{Jeff W.\} and Sanford, \{Melanie S.\}",

note = "Publisher Copyright: Copyright {\textcopyright} 2019 American Chemical Society.",

year = "2019",

month = aug,

day = "21",

doi = "10.1021/jacs.9b06896",

language = "English",

volume = "141",

pages = "13261--13267",

journal = "Journal of the American Chemical Society",

issn = "0002-7863",

publisher = "American Chemical Society",

number = "33",

}

TY - JOUR

T1 - Aryl-Fluoride Bond-Forming Reductive Elimination from Nickel(IV) Centers

AU - Meucci, Elizabeth A.

AU - Ariafard, Alireza

AU - Canty, Allan J.

AU - Kampf, Jeff W.

AU - Sanford, Melanie S.

PY - 2019/8/21

Y1 - 2019/8/21

N2 - The treatment of pyridine- and pyrazole-ligated NiII σ-aryl complexes with Selectfluor results in C(sp2)-F bond formation under mild conditions. With appropriate design of supporting ligands, diamagnetic NiIV σ-aryl fluoride intermediates can be detected spectroscopically and/or isolated during these transformations. These studies demonstrate for the first time that NiIV σ-aryl fluoride complexes participate in challenging C(sp2)-F bond-forming reductive elimination to yield aryl fluoride products.

AB - The treatment of pyridine- and pyrazole-ligated NiII σ-aryl complexes with Selectfluor results in C(sp2)-F bond formation under mild conditions. With appropriate design of supporting ligands, diamagnetic NiIV σ-aryl fluoride intermediates can be detected spectroscopically and/or isolated during these transformations. These studies demonstrate for the first time that NiIV σ-aryl fluoride complexes participate in challenging C(sp2)-F bond-forming reductive elimination to yield aryl fluoride products.

UR - https://www.scopus.com/pages/publications/85071671608

U2 - 10.1021/jacs.9b06896

DO - 10.1021/jacs.9b06896

M3 - Article

C2 - 31408327

AN - SCOPUS:85071671608

SN - 0002-7863

VL - 141

SP - 13261

EP - 13267

JO - Journal of the American Chemical Society

JF - Journal of the American Chemical Society

IS - 33

ER -

Aryl-Fluoride Bond-Forming Reductive Elimination from Nickel(IV) Centers

Abstract

Access to Document

Other files and links

Fingerprint

Cite this