A combined experimental and theoretical study examining the binding of N-heterocyclic carbenes (NHC) to the Cp*RuCl (Cp* = eta(5)-C5Me5) moiety: Insight into stereoelectronic differences between unsaturated and saturated NHC ligands

A C  Hillier; W J  Sommer; B S  Yong; J L  Petersen; L  Cavallo; Steven Patrick Nolan

doi:10.1021/om034016k

A combined experimental and theoretical study examining the binding of N-heterocyclic carbenes (NHC) to the CpRuCl (Cp = eta(5)-C5Me5) moiety: Insight into stereoelectronic differences between unsaturated and saturated NHC ligands

A C Hillier, W J Sommer, B S Yong, J L Petersen, L Cavallo, Steven Patrick Nolan

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

390 Citations (Scopus)

Abstract

Combined solution calorimetric and quantum mechanics studies of reactions involving saturated and unsaturated N-heterocyclic carbene (NHC) ligands show that the difference in their relative bond dissociation energies is very small (1 kcal.mol(-1)). Structural and computational studies reveal small metric parameter differences. These observations in conjunction with relative reactivity profiles of NHC-modified ruthenium-based olefin metathesis catalysts suggest that very small changes in the donor properties of the NHC ligands can translate into significant differences in catalytic properties.

Original language	English
Pages (from-to)	4322-4326
Number of pages	5
Journal	Organometallics
Volume	22
Issue number	21
DOIs	https://doi.org/10.1021/om034016k
Publication status	Published - 13 Oct 2003

Keywords

OLEFIN METATHESIS CATALYSTS
RING-CLOSING METATHESIS
TERTIARY PHOSPHINE-LIGANDS
CROSS-METATHESIS
IMIDAZOL-2-YLIDENE LIGANDS
TRISUBSTITUTED ALKENES
RUTHENIUM CATALYSTS
ORGANIC-SYNTHESIS
NEW-GENERATION
HERBARUMIN-I

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Hillier, A. C., Sommer, W. J., Yong, B. S., Petersen, J. L., Cavallo, L., & Nolan, S. P. (2003). A combined experimental and theoretical study examining the binding of N-heterocyclic carbenes (NHC) to the Cp*RuCl (Cp* = eta(5)-C5Me5) moiety: Insight into stereoelectronic differences between unsaturated and saturated NHC ligands. Organometallics, 22(21), 4322-4326. https://doi.org/10.1021/om034016k

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title = "A combined experimental and theoretical study examining the binding of N-heterocyclic carbenes (NHC) to the Cp*RuCl (Cp* = eta(5)-C5Me5) moiety: Insight into stereoelectronic differences between unsaturated and saturated NHC ligands",

abstract = "Combined solution calorimetric and quantum mechanics studies of reactions involving saturated and unsaturated N-heterocyclic carbene (NHC) ligands show that the difference in their relative bond dissociation energies is very small (1 kcal.mol(-1)). Structural and computational studies reveal small metric parameter differences. These observations in conjunction with relative reactivity profiles of NHC-modified ruthenium-based olefin metathesis catalysts suggest that very small changes in the donor properties of the NHC ligands can translate into significant differences in catalytic properties.",

keywords = "OLEFIN METATHESIS CATALYSTS, RING-CLOSING METATHESIS, TERTIARY PHOSPHINE-LIGANDS, CROSS-METATHESIS, IMIDAZOL-2-YLIDENE LIGANDS, TRISUBSTITUTED ALKENES, RUTHENIUM CATALYSTS, ORGANIC-SYNTHESIS, NEW-GENERATION, HERBARUMIN-I",

author = "Hillier, {A C} and Sommer, {W J} and Yong, {B S} and Petersen, {J L} and L Cavallo and Nolan, {Steven Patrick}",

year = "2003",

month = oct,

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doi = "10.1021/om034016k",

language = "English",

volume = "22",

pages = "4322--4326",

journal = "Organometallics",

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Hillier, AC, Sommer, WJ, Yong, BS, Petersen, JL, Cavallo, L & Nolan, SP 2003, 'A combined experimental and theoretical study examining the binding of N-heterocyclic carbenes (NHC) to the Cp*RuCl (Cp* = eta(5)-C5Me5) moiety: Insight into stereoelectronic differences between unsaturated and saturated NHC ligands', Organometallics, vol. 22, no. 21, pp. 4322-4326. https://doi.org/10.1021/om034016k

A combined experimental and theoretical study examining the binding of N-heterocyclic carbenes (NHC) to the Cp*RuCl (Cp* = eta(5)-C5Me5) moiety: Insight into stereoelectronic differences between unsaturated and saturated NHC ligands. / Hillier, A C ; Sommer, W J ; Yong, B S et al.
In: Organometallics, Vol. 22, No. 21, 13.10.2003, p. 4322-4326.

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

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T1 - A combined experimental and theoretical study examining the binding of N-heterocyclic carbenes (NHC) to the Cp*RuCl (Cp* = eta(5)-C5Me5) moiety: Insight into stereoelectronic differences between unsaturated and saturated NHC ligands

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AU - Sommer, W J

AU - Yong, B S

AU - Petersen, J L

AU - Cavallo, L

AU - Nolan, Steven Patrick

PY - 2003/10/13

Y1 - 2003/10/13

N2 - Combined solution calorimetric and quantum mechanics studies of reactions involving saturated and unsaturated N-heterocyclic carbene (NHC) ligands show that the difference in their relative bond dissociation energies is very small (1 kcal.mol(-1)). Structural and computational studies reveal small metric parameter differences. These observations in conjunction with relative reactivity profiles of NHC-modified ruthenium-based olefin metathesis catalysts suggest that very small changes in the donor properties of the NHC ligands can translate into significant differences in catalytic properties.

AB - Combined solution calorimetric and quantum mechanics studies of reactions involving saturated and unsaturated N-heterocyclic carbene (NHC) ligands show that the difference in their relative bond dissociation energies is very small (1 kcal.mol(-1)). Structural and computational studies reveal small metric parameter differences. These observations in conjunction with relative reactivity profiles of NHC-modified ruthenium-based olefin metathesis catalysts suggest that very small changes in the donor properties of the NHC ligands can translate into significant differences in catalytic properties.

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KW - RING-CLOSING METATHESIS

KW - TERTIARY PHOSPHINE-LIGANDS

KW - CROSS-METATHESIS

KW - IMIDAZOL-2-YLIDENE LIGANDS

KW - TRISUBSTITUTED ALKENES

KW - RUTHENIUM CATALYSTS

KW - ORGANIC-SYNTHESIS

KW - NEW-GENERATION

KW - HERBARUMIN-I

U2 - 10.1021/om034016k

DO - 10.1021/om034016k

M3 - Article

SN - 0276-7333

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JO - Organometallics

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