Branch-Selective Alkene Hydroarylation by Cooperative Destabilization: Iridium-Catalyzed ortho-Alkylation of Acetanilides

Giacomo Crisenza; Sokolova, Olga O.; John Bower

doi:10.1002/anie.201506581

Branch-Selective Alkene Hydroarylation by Cooperative Destabilization: Iridium-Catalyzed ortho-Alkylation of Acetanilides

Giacomo Crisenza, Sokolova, Olga O., John Bower

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Abstract

An iridium(I) catalyst system, modified with the wide-bite-angle and electron-deficient bisphosphine dFppb (1,4-bis(di(pentafluorophenyl)phosphino)butane) promotes highly branch-selective hydroarylation reactions between diverse acetanilides and aryl- or alkyl-substituted alkenes. This provides direct and ortho-selective access to synthetically challenging anilines, and addresses long-standing issues associated with related Friedel–Crafts alkylations.

Original language	English
Pages (from-to)	14866-14870
Number of pages	5
Journal	Angewandte Chemie - International Edition
Volume	54
Issue number	49
Early online date	22 Oct 2015
DOIs	https://doi.org/10.1002/anie.201506581
Publication status	Published - 1 Dec 2015

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3-month Core Capability for Chemistry Research
Crosby, J. (Principal Investigator)
1/01/13 → 1/04/13
Project: Research

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title = "Branch-Selective Alkene Hydroarylation by Cooperative Destabilization: Iridium-Catalyzed ortho-Alkylation of Acetanilides",

abstract = "An iridium(I) catalyst system, modified with the wide-bite-angle and electron-deficient bisphosphine dFppb (1,4-bis(di(pentafluorophenyl)phosphino)butane) promotes highly branch-selective hydroarylation reactions between diverse acetanilides and aryl- or alkyl-substituted alkenes. This provides direct and ortho-selective access to synthetically challenging anilines, and addresses long-standing issues associated with related Friedel–Crafts alkylations.",

author = "Giacomo Crisenza and {Olga O.}, Sokolova, and John Bower",

year = "2015",

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doi = "10.1002/anie.201506581",

language = "English",

volume = "54",

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journal = "Angewandte Chemie - International Edition",

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publisher = "Wiley-VCH Verlag",

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T1 - Branch-Selective Alkene Hydroarylation by Cooperative Destabilization: Iridium-Catalyzed ortho-Alkylation of Acetanilides

AU - Crisenza, Giacomo

AU - Olga O., Sokolova,

AU - Bower, John

PY - 2015/12/1

Y1 - 2015/12/1

N2 - An iridium(I) catalyst system, modified with the wide-bite-angle and electron-deficient bisphosphine dFppb (1,4-bis(di(pentafluorophenyl)phosphino)butane) promotes highly branch-selective hydroarylation reactions between diverse acetanilides and aryl- or alkyl-substituted alkenes. This provides direct and ortho-selective access to synthetically challenging anilines, and addresses long-standing issues associated with related Friedel–Crafts alkylations.

AB - An iridium(I) catalyst system, modified with the wide-bite-angle and electron-deficient bisphosphine dFppb (1,4-bis(di(pentafluorophenyl)phosphino)butane) promotes highly branch-selective hydroarylation reactions between diverse acetanilides and aryl- or alkyl-substituted alkenes. This provides direct and ortho-selective access to synthetically challenging anilines, and addresses long-standing issues associated with related Friedel–Crafts alkylations.

U2 - 10.1002/anie.201506581

DO - 10.1002/anie.201506581

M3 - Article (Academic Journal)

C2 - 26490739

SN - 1433-7851

VL - 54

SP - 14866

EP - 14870

JO - Angewandte Chemie - International Edition

JF - Angewandte Chemie - International Edition

IS - 49

ER -

Branch-Selective Alkene Hydroarylation by Cooperative Destabilization: Iridium-Catalyzed ortho-Alkylation of Acetanilides

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