Ensemble-Averaged QM/MM Kinetic Isotope Effects for the SN2 Reaction of Cyanide Anions with Chloroethane in DMSO Solution

J. Javier Ruiz Pernía; Ian H. Williams

doi:10.1002/chem.201200443

Ensemble-Averaged QM/MM Kinetic Isotope Effects for the SN2 Reaction of Cyanide Anions with Chloroethane in DMSO Solution

Chemistry - A European Journal ◽

10.1002/chem.201200443 ◽

2012 ◽

Vol 18 (30) ◽

pp. 9405-9414 ◽

Cited By ~ 13

Author(s):

J. Javier Ruiz Pernía ◽

Ian H. Williams

Keyword(s):

Isotope Effects ◽

Kinetic Isotope Effects ◽

Dmso Solution ◽

Kinetic Isotope ◽

Sn2 Reaction

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Reactivity and Secondary Kinetic Isotope Effects in the SN2 Reaction Mechanism: Dioxygen Radical Anion and Related Nucleophiles

Journal of the American Chemical Society ◽

10.1021/ja993093x ◽

2000 ◽

Vol 122 (8) ◽

pp. 1740-1748 ◽

Cited By ~ 20

Author(s):

Gustavo E. Davico ◽

Veronica M. Bierbaum

Keyword(s):

Reaction Mechanism ◽

Radical Anion ◽

Isotope Effects ◽

Kinetic Isotope Effects ◽

Kinetic Isotope ◽

Sn2 Reaction

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Use of an improved ion–solvent potential‐energy function to calculate the reaction rate and α‐deuterium and microsolvation kinetic isotope effects for the gas‐phase SN2 reaction of Cl−(H2O) with CH3Cl

The Journal of Chemical Physics ◽

10.1063/1.463698 ◽

1992 ◽

Vol 97 (9) ◽

pp. 6369-6383 ◽

Cited By ~ 23

Author(s):

Xin Gui Zhao ◽

Da‐Hong Lu ◽

Yi‐Ping Liu ◽

Gillian C. Lynch ◽

Donald G. Truhlar

Keyword(s):

Potential Energy ◽

Gas Phase ◽

Energy Function ◽

Reaction Rate ◽

Isotope Effects ◽

Potential Energy Function ◽

Kinetic Isotope Effects ◽

Kinetic Isotope ◽

Sn2 Reaction

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Interpretation of the Gas-Phase Solvent Deuterium Kinetic Isotope Effects in the SN2 Reaction Mechanism: Comparison of Theoretical and Experimental Results in the Reaction of Microsolvated Fluoride Ions with Methyl Halides

The Journal of Physical Chemistry A ◽

10.1021/jp0627168 ◽

2006 ◽

Vol 110 (48) ◽

pp. 13112-13121 ◽

Cited By ~ 10

Author(s):

Gustavo E. Davico

Keyword(s):

Reaction Mechanism ◽

Gas Phase ◽

Isotope Effects ◽

Kinetic Isotope Effects ◽

Experimental Results ◽

Fluoride Ions ◽

Methyl Halides ◽

Kinetic Isotope ◽

Sn2 Reaction

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Primary carbon-11/carbon-14 and secondary proton/deuterium kinetic isotope effects in the SN2 reaction of hydroxide ion with methyl iodide. The relationship between different carbon isotope effects

Journal of the American Chemical Society ◽

10.1021/ja00174a032 ◽

1990 ◽

Vol 112 (18) ◽

pp. 6661-6668 ◽

Cited By ~ 12

Author(s):

B. Svante Axelsson ◽

Olle Matsson ◽

Bengt Laangstroem

Keyword(s):

Carbon Isotope ◽

Methyl Iodide ◽

Isotope Effects ◽

Kinetic Isotope Effects ◽

Hydroxide Ion ◽

Secondary Proton ◽

Carbon 14 ◽

Kinetic Isotope ◽

Sn2 Reaction ◽

The Relationship

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The Effect of Solvent on the Structure of the Transition State for the SN2 Reaction between Cyanide Ion and Ethyl Chloride in DMSO and THF Probed with Six Different Kinetic Isotope Effects

The Journal of Organic Chemistry ◽

10.1021/jo052375e ◽

2006 ◽

Vol 71 (13) ◽

pp. 4742-4747 ◽

Cited By ~ 24

Author(s):

Yao-ren Fang ◽

Susanna MacMillar ◽

Jonas Eriksson ◽

Magdalena Kołodziejska-Huben ◽

Agnieszka Dybała-Defratyka ◽

...

Keyword(s):

Transition State ◽

Isotope Effects ◽

Kinetic Isotope Effects ◽

Ethyl Chloride ◽

Cyanide Ion ◽

Effect Of Solvent ◽

Kinetic Isotope ◽

Sn2 Reaction

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Solvent and secondary kinetic isotope effects for the microhydrated SN2 reaction of Cl-(H2O)n with CH3Cl

Journal of the American Chemical Society ◽

10.1021/ja00003a015 ◽

1991 ◽

Vol 113 (3) ◽

pp. 826-832 ◽

Cited By ~ 96

Author(s):

Xin Gui Zhao ◽

Susan C. Tucker ◽

Donald G. Truhlar

Keyword(s):

Isotope Effects ◽

Kinetic Isotope Effects ◽

Kinetic Isotope ◽

Sn2 Reaction

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Experimental and Theoretical Multiple Kinetic Isotope Effects for an SN2 Reaction. An Attempt to Determine Transition-State Structure and the Ability of Theoretical Methods to Predict Experimental Kinetic Isotope Effects

Chemistry - A European Journal ◽

10.1002/chem.200204119 ◽

2003 ◽

Vol 9 (12) ◽

pp. 2696-2709 ◽

Cited By ~ 29

Author(s):

Yao-ren Fang ◽

Ying Gao ◽

Per Ryberg ◽

Jonas Eriksson ◽

Magdalena Kołodziejska-Huben ◽

...

Keyword(s):

Transition State ◽

Isotope Effects ◽

Kinetic Isotope Effects ◽

State Structure ◽

Transition State Structure ◽

Theoretical Methods ◽

Kinetic Isotope ◽

Sn2 Reaction

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Model calculations of kinetic isotope effects in the SN2 reaction of benzyl arenesulfonates with N,N-dimethyl-p-toluidine

The Journal of Physical Chemistry ◽

10.1021/j150615a029 ◽

1981 ◽

Vol 85 (15) ◽

pp. 2281-2286 ◽

Cited By ~ 15

Author(s):

Hiroshi Yamataka ◽

Takashi Ando

Keyword(s):

Isotope Effects ◽

Kinetic Isotope Effects ◽

Model Calculations ◽

Kinetic Isotope ◽

Sn2 Reaction

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Sizeable Increase of Kinetic Isotope Effects and Tunnelling in Coupled Electron–Proton Transfers in Presence of the Quaternary Ions. PCET Processes and Hydrogen Tunnelling as a “Probe” for Structuring and Dynamical Phenomena in Water Solution

Zeitschrift für Physikalische Chemie ◽

10.1524/zpch.2012.0150 ◽

2011 ◽

pp. 110923034559006

Author(s):

Cvijeta Jakobušić Brala ◽

Ana Karković ◽

Ivana Sajenko ◽

Viktor Pilepić ◽

Stanko Uršić

Keyword(s):

Water Solution ◽

Isotope Effects ◽

Kinetic Isotope Effects ◽

Kinetic Isotope ◽

Proton Transfers ◽

Sizeable Increase

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Primary and secondary kinetic isotope effects in proton (H+/D+) and chloronium ion (35Cl+/37Cl+) affinities

Journal of Mass Spectrometry ◽

10.1002/jms.219 ◽

2001 ◽

Vol 36 (10) ◽

pp. 1140-1148 ◽

Cited By ~ 20

Author(s):

F�bio Cesar Gozzo ◽

Marcos N. Eberlin

Keyword(s):

Isotope Effects ◽

Kinetic Isotope Effects ◽

Kinetic Isotope

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