Mechanistic Study on the	Oxidative	Coupling of Amines to Imines on K-10 Montmorillonite

Valentina Atanassova; Kristen Ganno; Aditya Kulkarni; Shainaz M. Landge; Steven Curtis; Michelle Foster; Béla Török

Mechanistic Study on the Oxidative Coupling of Amines to Imines on K-10 Montmorillonite

Valentina Atanassova, Kristen Ganno, Aditya Kulkarni, Shainaz M. Landge, Steven Curtis, Michelle Foster, Béla Török

Biochemistry, Chemistry & Physics

University of Massachusetts Boston

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

21 Scopus citations

Abstract

A mechanistic study of the K-10 montmorillonite-catalyzed microwave-assisted oxidative self-coupling of benzylamine and cross coupling of benzylamines with anilines and aliphatic amines is described. The coupling of benzylamines readily produced benzylidene benzylamines, while reactions of benzylamine with aliphatic amines and anilines resulted in benzylidene alkylamines and benzylidene anilines. The mechanism of the reaction has been investigated by varying reaction conditions, kinetic studies, thermogravimetric analysis and DRIFT spectroscopy. The data obtained clarified the steps of this multistep reaction sequence and a mechanistic scheme has been proposed.

Original language	American English
Journal	Applied Clay Science
Volume	53
State	Published - 2011

Disciplines

Chemistry

Keywords

Benzylamine
DRIFT spectroscopy
K-10 montmorillonite
Oxidative coupling
Thermogravimetry

Cite this

@article{b20790e9425a4585ac3f6940a4b54ba9,

title = "Mechanistic Study on the Oxidative Coupling of Amines to Imines on K-10 Montmorillonite",

abstract = "A mechanistic study of the K-10 montmorillonite-catalyzed microwave-assisted oxidative self-coupling of benzylamine and cross coupling of benzylamines with anilines and aliphatic amines is described. The coupling of benzylamines readily produced benzylidene benzylamines, while reactions of benzylamine with aliphatic amines and anilines resulted in benzylidene alkylamines and benzylidene anilines. The mechanism of the reaction has been investigated by varying reaction conditions, kinetic studies, thermogravimetric analysis and DRIFT spectroscopy. The data obtained clarified the steps of this multistep reaction sequence and a mechanistic scheme has been proposed.",

keywords = "Benzylamine, DRIFT spectroscopy, K-10 montmorillonite, Oxidative coupling, Thermogravimetry",

author = "Valentina Atanassova and Kristen Ganno and Aditya Kulkarni and Landge, {Shainaz M.} and Steven Curtis and Michelle Foster and B{\'e}la T{\"o}r{\"o}k",

note = "Valentina Atanassova, Kristen Ganno, Aditya Kulkarni, Shainaz M. Landge, Steven Curtis, Michelle Foster, and B{\'e}la T{\"o}r{\"o}k. {"}Mechanistic Study on the Oxidative Coupling of Amines to Imines on K-10 Montmorillonite{"} Applied Clay Science 53.2 (2011): 220-226. doi:10.1016/j.clay.2010.12.034",

year = "2011",

language = "American English",

volume = "53",

journal = "Applied Clay Science",

issn = "0169-1317",

publisher = "Elsevier B.V.",

}

TY - JOUR

T1 - Mechanistic Study on the Oxidative Coupling of Amines to Imines on K-10 Montmorillonite

AU - Atanassova, Valentina

AU - Ganno, Kristen

AU - Kulkarni, Aditya

AU - Landge, Shainaz M.

AU - Curtis, Steven

AU - Foster, Michelle

AU - Török, Béla

N1 - Valentina Atanassova, Kristen Ganno, Aditya Kulkarni, Shainaz M. Landge, Steven Curtis, Michelle Foster, and Béla Török. "Mechanistic Study on the Oxidative Coupling of Amines to Imines on K-10 Montmorillonite" Applied Clay Science 53.2 (2011): 220-226. doi:10.1016/j.clay.2010.12.034

PY - 2011

Y1 - 2011

N2 - A mechanistic study of the K-10 montmorillonite-catalyzed microwave-assisted oxidative self-coupling of benzylamine and cross coupling of benzylamines with anilines and aliphatic amines is described. The coupling of benzylamines readily produced benzylidene benzylamines, while reactions of benzylamine with aliphatic amines and anilines resulted in benzylidene alkylamines and benzylidene anilines. The mechanism of the reaction has been investigated by varying reaction conditions, kinetic studies, thermogravimetric analysis and DRIFT spectroscopy. The data obtained clarified the steps of this multistep reaction sequence and a mechanistic scheme has been proposed.

AB - A mechanistic study of the K-10 montmorillonite-catalyzed microwave-assisted oxidative self-coupling of benzylamine and cross coupling of benzylamines with anilines and aliphatic amines is described. The coupling of benzylamines readily produced benzylidene benzylamines, while reactions of benzylamine with aliphatic amines and anilines resulted in benzylidene alkylamines and benzylidene anilines. The mechanism of the reaction has been investigated by varying reaction conditions, kinetic studies, thermogravimetric analysis and DRIFT spectroscopy. The data obtained clarified the steps of this multistep reaction sequence and a mechanistic scheme has been proposed.

KW - Benzylamine

KW - DRIFT spectroscopy

KW - K-10 montmorillonite

KW - Oxidative coupling

KW - Thermogravimetry

UR - http://dx.doi.org/10.1016/j.clay.2010.12.034

M3 - Article

SN - 0169-1317

VL - 53

JO - Applied Clay Science

JF - Applied Clay Science

ER -

Mechanistic Study on the Oxidative Coupling of Amines to Imines on K-10 Montmorillonite

Abstract

Disciplines

Keywords

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