Kinetic Study on Nucleophilic Displacement Reactions of Phenyl Y-Substituted Phenyl Carbonates with 1,8-Diazabicyclo[5.4.0]undec-7-ene: Effects of Amine Nature on Reaction Mechanism

Kyoung-Ho Park; Min-Young Kim; Ik-Hwan Um

doi:10.1002/bkcs.10627

Kinetic Study on Nucleophilic Displacement Reactions of Phenyl Y-Substituted Phenyl Carbonates with 1,8-Diazabicyclo[5.4.0]undec-7-ene: Effects of Amine Nature on Reaction Mechanism

Bulletin of the Korean Chemical Society ◽

10.1002/bkcs.10627 ◽

2015 ◽

Vol 37 (1) ◽

pp. 77-81 ◽

Cited By ~ 3

Author(s):

Kyoung-Ho Park ◽

Min-Young Kim ◽

Ik-Hwan Um

Keyword(s):

Reaction Mechanism ◽

Kinetic Study ◽

Nucleophilic Displacement ◽

Displacement Reactions

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Kinetic Study on Nucleophilic Displacement Reactions of 2-Chloro-4-Nitrophenyl X-Substituted-Benzoates with Primary Amines: Reaction Mechanism and Origin of the α-Effect

Bulletin of the Korean Chemical Society ◽

10.5012/bkcs.2014.35.2.436 ◽

2014 ◽

Vol 35 (2) ◽

pp. 436-440 ◽

Cited By ~ 5

Author(s):

Tae-Il Um ◽

Min-Young Kim ◽

Tae-Eun Kim ◽

Ik-Hwan Um

Keyword(s):

Reaction Mechanism ◽

Kinetic Study ◽

Primary Amines ◽

Nucleophilic Displacement ◽

Displacement Reactions

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A Kinetic Study on Nucleophilic Displacement Reactions of Aryl Benzenesulfonates with Potassium Ethoxide: Role of K+Ion and Reaction Mechanism Deduced from Analyses of LFERs and Activation Parameters

The Journal of Organic Chemistry ◽

10.1021/jo302373y ◽

2012 ◽

Vol 78 (2) ◽

pp. 490-497 ◽

Cited By ~ 29

Author(s):

Ik-Hwan Um ◽

Ji-Sun Kang ◽

Young-Hee Shin ◽

Erwin Buncel

Keyword(s):

Reaction Mechanism ◽

Kinetic Study ◽

Activation Parameters ◽

Nucleophilic Displacement ◽

Displacement Reactions

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A Kinetic Study on Nucleophilic Displacement Reactions of Phenyl Y-Substituted-Phenyl Carbonates with Alkali Metal Ethoxides: Metal Ion Effect and Reaction Mechanism

Bulletin of the Chemical Society of Japan ◽

10.1246/bcsj.20120104 ◽

2012 ◽

Vol 85 (9) ◽

pp. 1007-1013 ◽

Cited By ~ 10

Author(s):

Ik-Hwan Um ◽

Ji-Yoon Seo ◽

Ji-Sun Kang ◽

Jun-Sung An

Keyword(s):

Reaction Mechanism ◽

Alkali Metal ◽

Kinetic Study ◽

Metal Ion ◽

Nucleophilic Displacement ◽

Displacement Reactions

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Kinetic Study on Nucleophilic Displacement Reactions of Y-Substituted-Phenyl 2-Methylbenzoates with Cyclic Secondary Amines in Acetonitrile: Effects of Modification of 2-MeO in Benzoyl Moiety by 2-Me on Reactivity and Reaction Mechanism

Bulletin of the Korean Chemical Society ◽

10.5012/bkcs.2013.34.12.3795 ◽

2013 ◽

Vol 34 (12) ◽

pp. 3795-3799 ◽

Cited By ~ 4

Author(s):

Ji-Youn Lee ◽

Mi-Yeon Kim ◽

Ik-Hwan Um

Keyword(s):

Reaction Mechanism ◽

Kinetic Study ◽

Secondary Amines ◽

Nucleophilic Displacement ◽

Displacement Reactions

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Nucleophilic Displacement Reactions of 4-Substituted-1,2-Dinitrobenzenes with Trialkyl Phosphites.

10.21236/ada185022 ◽

1987 ◽

Author(s):

Larry L. Cole ◽

John R. Williams

Keyword(s):

Nucleophilic Displacement ◽

Displacement Reactions ◽

Trialkyl Phosphites

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Kinetic Study on Quinuclidinolysis ofO-4-Nitrophenyl X-substituted Thionobenzoates andO-3,4-Dinitrophenyl Thionobenzoate: Effect of Amine Nature on Reactivity and Reaction Mechanism

Bulletin of the Korean Chemical Society ◽

10.1002/bkcs.10293 ◽

2015 ◽

Vol 36 (6) ◽

pp. 1551-1556 ◽

Cited By ~ 2

Author(s):

Eun-Ji Yang ◽

Min-Young Kim ◽

Ik-Hwan Um

Keyword(s):

Reaction Mechanism ◽

Kinetic Study

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A Kinetic Study of the Reaction Mechanism of Tryptophanase-catalyzed Reactions

Journal of Biological Chemistry ◽

10.1016/s0021-9258(18)99576-1 ◽

1967 ◽

Vol 242 (12) ◽

pp. 2793-2799 ◽

Cited By ~ 1

Author(s):

Y. Morino ◽

Esmond E. Snell

Keyword(s):

Reaction Mechanism ◽

Kinetic Study ◽

Catalyzed Reactions

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ChemInform Abstract: GAS-PHASE ACID-INDUCED NUCLEOPHILIC DISPLACEMENT REACTIONS. 4. A STEREOCHEMICAL PROBE FOR THE EXISTENCE AND THE RELATIVE STABILITY OF CYCLIC HALONIUM IONS IN THE GAS PHASE

Chemischer Informationsdienst ◽

10.1002/chin.198141104 ◽

1981 ◽

Vol 12 (41) ◽

Author(s):

G. ANGELINI ◽

M. SPERANZA

Keyword(s):

Gas Phase ◽

Relative Stability ◽

Nucleophilic Displacement ◽

Displacement Reactions

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Mechanistic comparison of β-H elimination, β-OH elimination, and nucleophilic displacement reactions of β-hydroxy alkyl rhodium porphyrin complexes

Dalton Transactions ◽

10.1039/c0dt01146k ◽

2011 ◽

Vol 40 (10) ◽

pp. 2213-2217 ◽

Cited By ~ 11

Author(s):

Bing Wu ◽

Jiadi Zhang ◽

Lin Yun ◽

Xuefeng Fu

Keyword(s):

Nucleophilic Displacement ◽

Displacement Reactions

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The gas phase reactivity of the dimethylchloronium ion with alkylbenzenes

Canadian Journal of Chemistry ◽

10.1139/v81-348 ◽

1981 ◽

Vol 59 (15) ◽

pp. 2412-2416 ◽

Cited By ~ 7

Author(s):

John A. Stone ◽

Margaret S. Lin ◽

Jeffrey Varah

Keyword(s):

High Pressure ◽

Gas Phase ◽

Mass Spectrometer ◽

Aromatic Hydrocarbons ◽

Relative Rate ◽

Ion Source ◽

Nucleophilic Displacement ◽

Rate Of Reaction ◽

Displacement Reactions ◽

Bonded Complexes

The reactivity of the dimethylchloronium ion with a series of aromatic hydrocarbons has been studied in a high pressure mass spectrometer ion source using the technique of reactant ion monitoring. Benzene is unreactive but all others, from toluene to mesitylene, react by CH3+ transfer to yield σ-bonded complexes. The relative rate of reaction increases with increasing exothermicity in line with current theories of nucleophilic displacement reactions.

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