CH-π and CF-π interactions lead to structural changes of n-heterocyclic carbene palladium complexes

Xiangya Xu; Benjamin Pooi; Hajime Hirao; Soon Hyeok Hong

doi:10.1002/anie.201309371

CH-π and CF-π interactions lead to structural changes of n-heterocyclic carbene palladium complexes

Xiangya Xu, Benjamin Pooi, Hajime Hirao^*, Soon Hyeok Hong^*

^*Corresponding author for this work

Research output: Journal Publications and Reviews › RGC 21 - Publication in refereed journal › peer-review

40 Citations (Scopus)

Abstract

The role of CH-π and CF-π interactions in determining the structure of N-heterocyclic carbene (NHC) palladium complexes were studied using 1H NMR spectroscopy, X-ray crystallography, and DFT calculations. The CH-π interactions led to the formation of the cis-anti isomers in 1-aryl-3-isopropylimidazol-2-ylidene-based [(NHC)2PdX2] complexes, while CF-π interactions led to the exclusive formation of the cis-syn isomer of diiodobis(3-isopropyl-1- pentafluorophenylimidazol-2-ylidene) palladium(II). © 2014 Wiley-VCH Verlag GmbH & Co. KGaA, Weinheim.

Original language	English
Pages (from-to)	1283-1287
Journal	Angewandte Chemie - International Edition
Volume	53
Issue number	5
DOIs	https://doi.org/10.1002/anie.201309371
Publication status	Published - 27 Jan 2014
Externally published	Yes

Research Keywords

π interactions
Conformation analysis
Hydrogen bonds
Noncovalent interactions
Palladium

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title = "CH-π and CF-π interactions lead to structural changes of n-heterocyclic carbene palladium complexes",

abstract = "The role of CH-π and CF-π interactions in determining the structure of N-heterocyclic carbene (NHC) palladium complexes were studied using 1H NMR spectroscopy, X-ray crystallography, and DFT calculations. The CH-π interactions led to the formation of the cis-anti isomers in 1-aryl-3-isopropylimidazol-2-ylidene-based [(NHC)2PdX2] complexes, while CF-π interactions led to the exclusive formation of the cis-syn isomer of diiodobis(3-isopropyl-1- pentafluorophenylimidazol-2-ylidene) palladium(II). {\textcopyright} 2014 Wiley-VCH Verlag GmbH & Co. KGaA, Weinheim.",

keywords = "π interactions, Conformation analysis, Hydrogen bonds, Noncovalent interactions, Palladium",

author = "Xiangya Xu and Benjamin Pooi and Hajime Hirao and Hong, {Soon Hyeok}",

year = "2014",

month = jan,

day = "27",

doi = "10.1002/anie.201309371",

language = "English",

volume = "53",

pages = "1283--1287",

journal = "Angewandte Chemie - International Edition",

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publisher = "John Wiley & Sons",

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TY - JOUR

T1 - CH-π and CF-π interactions lead to structural changes of n-heterocyclic carbene palladium complexes

AU - Xu, Xiangya

AU - Pooi, Benjamin

AU - Hirao, Hajime

AU - Hong, Soon Hyeok

PY - 2014/1/27

Y1 - 2014/1/27

N2 - The role of CH-π and CF-π interactions in determining the structure of N-heterocyclic carbene (NHC) palladium complexes were studied using 1H NMR spectroscopy, X-ray crystallography, and DFT calculations. The CH-π interactions led to the formation of the cis-anti isomers in 1-aryl-3-isopropylimidazol-2-ylidene-based [(NHC)2PdX2] complexes, while CF-π interactions led to the exclusive formation of the cis-syn isomer of diiodobis(3-isopropyl-1- pentafluorophenylimidazol-2-ylidene) palladium(II). © 2014 Wiley-VCH Verlag GmbH & Co. KGaA, Weinheim.

AB - The role of CH-π and CF-π interactions in determining the structure of N-heterocyclic carbene (NHC) palladium complexes were studied using 1H NMR spectroscopy, X-ray crystallography, and DFT calculations. The CH-π interactions led to the formation of the cis-anti isomers in 1-aryl-3-isopropylimidazol-2-ylidene-based [(NHC)2PdX2] complexes, while CF-π interactions led to the exclusive formation of the cis-syn isomer of diiodobis(3-isopropyl-1- pentafluorophenylimidazol-2-ylidene) palladium(II). © 2014 Wiley-VCH Verlag GmbH & Co. KGaA, Weinheim.

KW - π interactions

KW - Conformation analysis

KW - Hydrogen bonds

KW - Noncovalent interactions

KW - Palladium

UR - http://www.scopus.com/inward/record.url?scp=84893944953&partnerID=8YFLogxK

UR - https://www.scopus.com/record/pubmetrics.uri?eid=2-s2.0-84893944953&origin=recordpage

U2 - 10.1002/anie.201309371

DO - 10.1002/anie.201309371

M3 - RGC 21 - Publication in refereed journal

C2 - 24382838

SN - 1433-7851

VL - 53

SP - 1283

EP - 1287

JO - Angewandte Chemie - International Edition

JF - Angewandte Chemie - International Edition

IS - 5

ER -

CH-π and CF-π interactions lead to structural changes of n-heterocyclic carbene palladium complexes

Abstract

Research Keywords

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