Substituent effects on the Claisen rearrangement. The accelerating effect of a 6-donor substituent

Dennis P. Curran; Young Ger Suh

doi:10.1021/ja00329a061

Substituent effects on the Claisen rearrangement. The accelerating effect of a 6-donor substituent

Journal of the American Chemical Society ◽

10.1021/ja00329a061 ◽

1984 ◽

Vol 106 (17) ◽

pp. 5002-5004 ◽

Cited By ~ 47

Author(s):

Dennis P. Curran ◽

Young Ger Suh

Keyword(s):

Claisen Rearrangement ◽

Substituent Effects ◽

Donor Substituent

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ChemInform Abstract: SUBSTITUENT EFFECTS ON THE CLAISEN REARRANGEMENT. THE ACCELERATING EFFECT OF A 6-DONOR SUBSTITUENT

Chemischer Informationsdienst ◽

10.1002/chin.198449090 ◽

1984 ◽

Vol 15 (49) ◽

Author(s):

D. P. CURRAN ◽

Y.-G. SUH

Keyword(s):

Claisen Rearrangement ◽

Substituent Effects ◽

Donor Substituent

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ChemInform Abstract: Analysis of Substituent Effects on the Claisen Rearrangement with ab initio and Density Functional Theory.

ChemInform ◽

10.1002/chin.199803032 ◽

2010 ◽

Vol 29 (3) ◽

pp. no-no

Author(s):

V. AVIYENTE ◽

H. Y. YOO ◽

K. N. HOUK

Keyword(s):

Density Functional Theory ◽

Ab Initio ◽

Density Functional ◽

Claisen Rearrangement ◽

Substituent Effects ◽

Functional Theory

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.pi.-Donor Substituent Effects on Calculated Structures and Vibrational Frequencies of p-Benzoquinone, p-Fluoranil, and p-Chloranil

The Journal of Physical Chemistry ◽

10.1021/j100020a040 ◽

1995 ◽

Vol 99 (20) ◽

pp. 8125-8134 ◽

Cited By ~ 37

Author(s):

Scott E. Boesch ◽

Ralph A. Wheeler

Keyword(s):

Substituent Effects ◽

Vibrational Frequencies ◽

Donor Substituent

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Theory of Substituent Effects on Pericyclic Reaction Rates: Alkoxy Substituents in the Claisen Rearrangement

Journal of the American Chemical Society ◽

10.1021/ja9605026 ◽

1997 ◽

Vol 119 (12) ◽

pp. 2877-2884 ◽

Cited By ~ 42

Author(s):

Hi Young Yoo ◽

K. N. Houk

Keyword(s):

Claisen Rearrangement ◽

Substituent Effects ◽

Reaction Rates ◽

Pericyclic Reaction

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Substituent effects in the aliphatic Claisen rearrangement of substituted (1-methyl-3-oxahexa-1,5-dienyl)amines: synthesis of substituted 2-aminopent-4-enals. Alternative [1,3]-sigmatropic shifts in related aromatic systems

The Journal of Organic Chemistry ◽

10.1021/jo00232a024 ◽

1987 ◽

Vol 52 (23) ◽

pp. 5190-5194 ◽

Cited By ~ 16

Author(s):

Jose Barluenga ◽

Fernando Aznar ◽

Ramon Liz ◽

Miguel Bayod

Keyword(s):

Claisen Rearrangement ◽

Substituent Effects ◽

Aromatic Systems ◽

Substituted 1

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Investigation of quantitative structure–reactivity relationships in the aliphatic Claisen rearrangement of bis-vinyl ethers reveals a dipolar, dissociative mechanism

Organic & Biomolecular Chemistry ◽

10.1039/c3ob42011f ◽

2014 ◽

Vol 12 (8) ◽

pp. 1292-1308 ◽

Cited By ~ 10

Author(s):

Natasha F. O'Rourke ◽

Jeremy E. Wulff

Keyword(s):

Vinyl Ether ◽

Claisen Rearrangement ◽

Substituent Effects ◽

Quantitative Structure ◽

Vinyl Ethers ◽

Dissociative Mechanism ◽

Mechanism Of Reaction ◽

Kinetic Investigations

Kinetic investigations of substituent effects in the Claisen rearrangement of bis-vinyl ether substrates suggest a dissociative mechanism of reaction.

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ChemInform Abstract: Substituent Effects in the Aliphatic Claisen Rearrangement of Substituted (1-Methyl-3-oxahexa-1,5-dienyl)amines: Synthesis of Substituted 2-Aminopent-4-enals. Alternative (1,3)-Sigmatropic Shifts in Related Aromatic Systems.

ChemInform ◽

10.1002/chin.198817219 ◽

1988 ◽

Vol 19 (17) ◽

Author(s):

J. BARLUENGA ◽

F. AZNAR ◽

R. LIZ ◽

M. BAYOD

Keyword(s):

Claisen Rearrangement ◽

Substituent Effects ◽

Aromatic Systems ◽

Substituted 1

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Kinetics of hydroxide and nitromethide ion addition to substituted .beta.-nitrostyrenes in dimethyl sulfoxide-water mixtures. Solvent dependence of .pi.-donor substituent effects and of intrinsic rate constants

The Journal of Organic Chemistry ◽

10.1021/jo00030a019 ◽

1992 ◽

Vol 57 (4) ◽

pp. 1132-1139 ◽

Cited By ~ 3

Author(s):

Claude F. Bernasconi ◽

Janie L. Zitomer ◽

David F. Schuck

Keyword(s):

Dimethyl Sulfoxide ◽

Rate Constants ◽

Substituent Effects ◽

Intrinsic Rate ◽

Solvent Dependence ◽

Kinetics Of ◽

Donor Substituent

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Pyridine ligand donor substituent effects upon structure, redox properties and O2 reactivity of xylyl dinuclear copper(I) complexes

Inorganica Chimica Acta ◽

10.1016/s0020-1693(00)82896-0 ◽

1993 ◽

Vol 203 (1) ◽

pp. 5-7 ◽

Cited By ~ 5

Author(s):

M. Sarwar Nasir ◽

Richard R. Jacobson ◽

Jon Zubieta ◽

Kenneth D. Karlin

Keyword(s):

Substituent Effects ◽

Redox Properties ◽

Pyridine Ligand ◽

Dinuclear Copper ◽

Donor Substituent

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ChemInform Abstract: SUBSTITUENT EFFECTS ON THE ALIPHATIC CLAISEN REARRANGEMENT. 1. SYNTHESIS AND REARRANGEMENT OF CYANO-SUBSTITUTED ALLYL VINYL ETHERS

Chemischer Informationsdienst ◽

10.1002/chin.198208150 ◽

1982 ◽

Vol 13 (8) ◽

Author(s):

C. J. BURROWS ◽

B. K. CARPENTER

Keyword(s):

Claisen Rearrangement ◽

Substituent Effects ◽

Vinyl Ethers ◽

Allyl Vinyl Ethers

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