Prototropic equilibrium of imines. N-benzylidene benzylamines

Peter A S Smith; Chi Van Dang

Prototropic equilibrium of imines. N-benzylidene benzylamines

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Abstract

The 1,3-prototropic shift of imines, exemplified in isomerization of unsymmetrically substituted N-benzylidene benzylamines, has been reexamined. Equilibrium constants for para-monosubstituted systems were determined by NMR methods; the constants do not show the anomalies reported in older work, and are adequately correlated by the Hammett equation (ρ = 0.94).

Original language	English (US)
Pages (from-to)	2013-2015
Number of pages	3
Journal	Journal of Organic Chemistry
Volume	41
Issue number	11
State	Published - 1976
Externally published	Yes

ASJC Scopus subject areas

Organic Chemistry

Cite this

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title = "Prototropic equilibrium of imines. N-benzylidene benzylamines",

abstract = "The 1,3-prototropic shift of imines, exemplified in isomerization of unsymmetrically substituted N-benzylidene benzylamines, has been reexamined. Equilibrium constants for para-monosubstituted systems were determined by NMR methods; the constants do not show the anomalies reported in older work, and are adequately correlated by the Hammett equation (ρ = 0.94).",

author = "Smith, {Peter A S} and {Van Dang}, Chi",

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journal = "Journal of Organic Chemistry",

issn = "0022-3263",

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T1 - Prototropic equilibrium of imines. N-benzylidene benzylamines

AU - Smith, Peter A S

AU - Van Dang, Chi

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N2 - The 1,3-prototropic shift of imines, exemplified in isomerization of unsymmetrically substituted N-benzylidene benzylamines, has been reexamined. Equilibrium constants for para-monosubstituted systems were determined by NMR methods; the constants do not show the anomalies reported in older work, and are adequately correlated by the Hammett equation (ρ = 0.94).

AB - The 1,3-prototropic shift of imines, exemplified in isomerization of unsymmetrically substituted N-benzylidene benzylamines, has been reexamined. Equilibrium constants for para-monosubstituted systems were determined by NMR methods; the constants do not show the anomalies reported in older work, and are adequately correlated by the Hammett equation (ρ = 0.94).

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AN - SCOPUS:0042584435

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JO - Journal of Organic Chemistry

JF - Journal of Organic Chemistry

IS - 11

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Prototropic equilibrium of imines. N-benzylidene benzylamines

Abstract

ASJC Scopus subject areas

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