Hydroamination of 1,3-cyclohexadiene with aryl amines catalyzed with acidic form zeolites

Oriol Jimenez; Thomas E. Müller; Wilhelm Schwieger; Johannes A. Lercher

doi:10.1016/j.jcat.2006.01.007

Hydroamination of 1,3-cyclohexadiene with aryl amines catalyzed with acidic form zeolites

Oriol Jimenez
, Thomas E. Müller
, Wilhelm Schwieger
, Johannes A. Lercher

Chair of Chemical Technology II

Technical University of Munich
Friedrich Alexander Universität Erlangen-Nürnberg

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

28 Scopus citations

Abstract

The intermolecular hydroamination of 1,3-cyclohexadiene with aniline using zeolite catalysts was investigated. The reaction mechanism and the influence of amine basicity on the rate of reaction were studied. Zeolite H-BEA was the most active catalyst, whereas the incorporation of Zn²⁺ (Zn/H-BEA) led to decreasing catalytic activity, indicating that the reaction is catalyzed by Brønsted acid sites. Subtle shape selective effects determine the reactivity and selectivity of the zeolites.

Original language	English
Pages (from-to)	42-50
Number of pages	9
Journal	Journal of Catalysis
Volume	239
Issue number	1
DOIs	https://doi.org/10.1016/j.jcat.2006.01.007
State	Published - 1 Apr 2006

Keywords

1,3-Cyclohexadiene
Aniline
Catalysis
Characterization
Hydroamination
Ion exchange
Substituent effects
Zeolite

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10.1016/j.jcat.2006.01.007

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title = "Hydroamination of 1,3-cyclohexadiene with aryl amines catalyzed with acidic form zeolites",

abstract = "The intermolecular hydroamination of 1,3-cyclohexadiene with aniline using zeolite catalysts was investigated. The reaction mechanism and the influence of amine basicity on the rate of reaction were studied. Zeolite H-BEA was the most active catalyst, whereas the incorporation of Zn2+ (Zn/H-BEA) led to decreasing catalytic activity, indicating that the reaction is catalyzed by Br{\o}nsted acid sites. Subtle shape selective effects determine the reactivity and selectivity of the zeolites.",

keywords = "1,3-Cyclohexadiene, Aniline, Catalysis, Characterization, Hydroamination, Ion exchange, Substituent effects, Zeolite",

author = "Oriol Jimenez and M{\"u}ller, \{Thomas E.\} and Wilhelm Schwieger and Lercher, \{Johannes A.\}",

year = "2006",

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doi = "10.1016/j.jcat.2006.01.007",

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T1 - Hydroamination of 1,3-cyclohexadiene with aryl amines catalyzed with acidic form zeolites

AU - Jimenez, Oriol

AU - Müller, Thomas E.

AU - Schwieger, Wilhelm

AU - Lercher, Johannes A.

PY - 2006/4/1

Y1 - 2006/4/1

N2 - The intermolecular hydroamination of 1,3-cyclohexadiene with aniline using zeolite catalysts was investigated. The reaction mechanism and the influence of amine basicity on the rate of reaction were studied. Zeolite H-BEA was the most active catalyst, whereas the incorporation of Zn2+ (Zn/H-BEA) led to decreasing catalytic activity, indicating that the reaction is catalyzed by Brønsted acid sites. Subtle shape selective effects determine the reactivity and selectivity of the zeolites.

AB - The intermolecular hydroamination of 1,3-cyclohexadiene with aniline using zeolite catalysts was investigated. The reaction mechanism and the influence of amine basicity on the rate of reaction were studied. Zeolite H-BEA was the most active catalyst, whereas the incorporation of Zn2+ (Zn/H-BEA) led to decreasing catalytic activity, indicating that the reaction is catalyzed by Brønsted acid sites. Subtle shape selective effects determine the reactivity and selectivity of the zeolites.

KW - 1,3-Cyclohexadiene

KW - Aniline

KW - Catalysis

KW - Characterization

KW - Hydroamination

KW - Ion exchange

KW - Substituent effects

KW - Zeolite

UR - https://www.scopus.com/pages/publications/33644873081

U2 - 10.1016/j.jcat.2006.01.007

DO - 10.1016/j.jcat.2006.01.007

M3 - Article

AN - SCOPUS:33644873081

SN - 0021-9517

VL - 239

SP - 42

EP - 50

JO - Journal of Catalysis

JF - Journal of Catalysis

IS - 1

ER -

Hydroamination of 1,3-cyclohexadiene with aryl amines catalyzed with acidic form zeolites

Abstract

Keywords

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