Electrophilic Fluorophosphonium Cations in Frustrated Lewis Pair Hydrogen Activation and Catalytic Hydrogenation of Olefins

Thorsten Vom Stein; Manuel Peréz; Roman Dobrovetsky; Daniel Winkelhaus; Christopher B. Caputo; Douglas W. Stephan

doi:https://doi.org/10.1002/anie.201504109

Electrophilic Fluorophosphonium Cations in Frustrated Lewis Pair Hydrogen Activation and Catalytic Hydrogenation of Olefins

Thorsten Vom Stein, Manuel Peréz, Roman Dobrovetsky, Daniel Winkelhaus, Christopher B. Caputo, Douglas W. Stephan

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

Abstract

The combination of phosphorus(V)-based Lewis acids with diaryl amines and diaryl silylamines promotes reversible activation of dihydrogen and can be further exploited in metal-free catalytic olefin hydrogenation. Combined experimental and density functional theory (DFT) studies suggest a frustrated Lewis pair type activation mechanism. FLP hydrogenation: The combination of a phosphorus(V)-based Lewis acid with diaryl amines or diaryl silylamines promotes reversible activation of dihydrogen and can be further exploited in metal-free catalytic olefin hydrogenation. Combined experimental and density functional theory (DFT) studies suggest a frustrated Lewis pair (FLP)-type activation mechanism.

Original language	English
Pages (from-to)	10178-10182
Number of pages	5
Journal	Angewandte Chemie - International Edition
Volume	54
Issue number	35
DOIs	https://doi.org/10.1002/anie.201504109
State	Published - 1 Aug 2015
Externally published	Yes

Keywords

Lewis acids
alkenes
frustrated Lewis pairs
hydrogenation
phosphorus

All Science Journal Classification (ASJC) codes

General Chemistry
Catalysis

Access to Document

https://doi.org/10.1002/anie.201504109

Cite this

@article{3cb7f674faf7451184626eca6f912652,

title = "Electrophilic Fluorophosphonium Cations in Frustrated Lewis Pair Hydrogen Activation and Catalytic Hydrogenation of Olefins",

abstract = "The combination of phosphorus(V)-based Lewis acids with diaryl amines and diaryl silylamines promotes reversible activation of dihydrogen and can be further exploited in metal-free catalytic olefin hydrogenation. Combined experimental and density functional theory (DFT) studies suggest a frustrated Lewis pair type activation mechanism. FLP hydrogenation: The combination of a phosphorus(V)-based Lewis acid with diaryl amines or diaryl silylamines promotes reversible activation of dihydrogen and can be further exploited in metal-free catalytic olefin hydrogenation. Combined experimental and density functional theory (DFT) studies suggest a frustrated Lewis pair (FLP)-type activation mechanism.",

keywords = "Lewis acids, alkenes, frustrated Lewis pairs, hydrogenation, phosphorus",

author = "{Vom Stein}, Thorsten and Manuel Per{\'e}z and Roman Dobrovetsky and Daniel Winkelhaus and Caputo, {Christopher B.} and Stephan, {Douglas W.}",

note = "Publisher Copyright: {\textcopyright} 2015 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim.",

year = "2015",

month = aug,

day = "1",

doi = "https://doi.org/10.1002/anie.201504109",

language = "الإنجليزيّة",

volume = "54",

pages = "10178--10182",

journal = "Angewandte Chemie - International Edition",

issn = "1433-7851",

publisher = "John Wiley and Sons Ltd",

number = "35",

}

TY - JOUR

T1 - Electrophilic Fluorophosphonium Cations in Frustrated Lewis Pair Hydrogen Activation and Catalytic Hydrogenation of Olefins

AU - Vom Stein, Thorsten

AU - Peréz, Manuel

AU - Dobrovetsky, Roman

AU - Winkelhaus, Daniel

AU - Caputo, Christopher B.

AU - Stephan, Douglas W.

PY - 2015/8/1

Y1 - 2015/8/1

N2 - The combination of phosphorus(V)-based Lewis acids with diaryl amines and diaryl silylamines promotes reversible activation of dihydrogen and can be further exploited in metal-free catalytic olefin hydrogenation. Combined experimental and density functional theory (DFT) studies suggest a frustrated Lewis pair type activation mechanism. FLP hydrogenation: The combination of a phosphorus(V)-based Lewis acid with diaryl amines or diaryl silylamines promotes reversible activation of dihydrogen and can be further exploited in metal-free catalytic olefin hydrogenation. Combined experimental and density functional theory (DFT) studies suggest a frustrated Lewis pair (FLP)-type activation mechanism.

AB - The combination of phosphorus(V)-based Lewis acids with diaryl amines and diaryl silylamines promotes reversible activation of dihydrogen and can be further exploited in metal-free catalytic olefin hydrogenation. Combined experimental and density functional theory (DFT) studies suggest a frustrated Lewis pair type activation mechanism. FLP hydrogenation: The combination of a phosphorus(V)-based Lewis acid with diaryl amines or diaryl silylamines promotes reversible activation of dihydrogen and can be further exploited in metal-free catalytic olefin hydrogenation. Combined experimental and density functional theory (DFT) studies suggest a frustrated Lewis pair (FLP)-type activation mechanism.

KW - Lewis acids

KW - alkenes

KW - frustrated Lewis pairs

KW - hydrogenation

KW - phosphorus

UR - http://www.scopus.com/inward/record.url?scp=84939539623&partnerID=8YFLogxK

U2 - https://doi.org/10.1002/anie.201504109

DO - https://doi.org/10.1002/anie.201504109

M3 - مقالة

SN - 1433-7851

VL - 54

SP - 10178

EP - 10182

JO - Angewandte Chemie - International Edition

JF - Angewandte Chemie - International Edition

IS - 35

ER -

Electrophilic Fluorophosphonium Cations in Frustrated Lewis Pair Hydrogen Activation and Catalytic Hydrogenation of Olefins

Abstract

Keywords

All Science Journal Classification (ASJC) codes

Access to Document

Other files and links

Fingerprint

Cite this