Alkylrhenium oxides as homogeneous epoxidation catalysts: Activity, selectivity, stability, deactivation

Wolfgang A. Herrmann; Richard W. Fischer; Monika U. Rauch; Wolfgang Scherer

doi:10.1016/0304-5102(93)E0162-A

Alkylrhenium oxides as homogeneous epoxidation catalysts: Activity, selectivity, stability, deactivation

Wolfgang A. Herrmann, Richard W. Fischer, Monika U. Rauch, Wolfgang Scherer

Technical University of Munich

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

268 Scopus citations

Abstract

Methyltrioxorhenium(VII) (MTO, 1a) and several congeners 1b and 2a-d of formula RReO₃ and RReO₃·L, respectively, qualify as olefin epoxidation catalysts of high activity and selectivity. Related alkylrhenium (VI) complexes form efficient catalyst precursors as well, since they get oxidized by H₂O₂ to the same active species CH₃ReO(O₂)₂·H₂O (3). The present paper presents a comparison of this novel class of catalysts with the performance of known, commonly used catalysts. Catalyst stability has been recorded and deactivation reactions are described. The synthesis and crystal structure (X-ray diffraction) of the (pale pink-coloured) monomeric amino-functionalized complex O₃ReCH₂CH₂CH₂N(C₂H₅)₂ (4A and its (violet) polymeric form (4B) are reported. Only the latter is an active epoxidation catalyst with H₂O₂. An improved laboratory method of the standard catalyst MTO 1a is described.

Original language	English
Pages (from-to)	243-266
Number of pages	24
Journal	Journal of Molecular Catalysis
Volume	86
Issue number	1-3
DOIs	https://doi.org/10.1016/0304-5102(93)E0162-A
State	Published - 3 Jan 1994

Keywords

catalysis
olefins
oxidation
rhenium

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10.1016/0304-5102(93)E0162-A

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title = "Alkylrhenium oxides as homogeneous epoxidation catalysts: Activity, selectivity, stability, deactivation",

abstract = "Methyltrioxorhenium(VII) (MTO, 1a) and several congeners 1b and 2a-d of formula RReO3 and RReO3·L, respectively, qualify as olefin epoxidation catalysts of high activity and selectivity. Related alkylrhenium (VI) complexes form efficient catalyst precursors as well, since they get oxidized by H2O2 to the same active species CH3ReO(O2)2·H2O (3). The present paper presents a comparison of this novel class of catalysts with the performance of known, commonly used catalysts. Catalyst stability has been recorded and deactivation reactions are described. The synthesis and crystal structure (X-ray diffraction) of the (pale pink-coloured) monomeric amino-functionalized complex O3ReCH2CH2CH2N(C2H5)2 (4A and its (violet) polymeric form (4B) are reported. Only the latter is an active epoxidation catalyst with H2O2. An improved laboratory method of the standard catalyst MTO 1a is described.",

keywords = "catalysis, olefins, oxidation, rhenium",

author = "Herrmann, {Wolfgang A.} and Fischer, {Richard W.} and Rauch, {Monika U.} and Wolfgang Scherer",

year = "1994",

month = jan,

day = "3",

doi = "10.1016/0304-5102(93)E0162-A",

language = "English",

volume = "86",

pages = "243--266",

journal = "Journal of Molecular Catalysis",

issn = "0304-5102",

publisher = "Elsevier B.V.",

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TY - JOUR

T1 - Alkylrhenium oxides as homogeneous epoxidation catalysts

T2 - Activity, selectivity, stability, deactivation

AU - Herrmann, Wolfgang A.

AU - Fischer, Richard W.

AU - Rauch, Monika U.

AU - Scherer, Wolfgang

PY - 1994/1/3

Y1 - 1994/1/3

N2 - Methyltrioxorhenium(VII) (MTO, 1a) and several congeners 1b and 2a-d of formula RReO3 and RReO3·L, respectively, qualify as olefin epoxidation catalysts of high activity and selectivity. Related alkylrhenium (VI) complexes form efficient catalyst precursors as well, since they get oxidized by H2O2 to the same active species CH3ReO(O2)2·H2O (3). The present paper presents a comparison of this novel class of catalysts with the performance of known, commonly used catalysts. Catalyst stability has been recorded and deactivation reactions are described. The synthesis and crystal structure (X-ray diffraction) of the (pale pink-coloured) monomeric amino-functionalized complex O3ReCH2CH2CH2N(C2H5)2 (4A and its (violet) polymeric form (4B) are reported. Only the latter is an active epoxidation catalyst with H2O2. An improved laboratory method of the standard catalyst MTO 1a is described.

AB - Methyltrioxorhenium(VII) (MTO, 1a) and several congeners 1b and 2a-d of formula RReO3 and RReO3·L, respectively, qualify as olefin epoxidation catalysts of high activity and selectivity. Related alkylrhenium (VI) complexes form efficient catalyst precursors as well, since they get oxidized by H2O2 to the same active species CH3ReO(O2)2·H2O (3). The present paper presents a comparison of this novel class of catalysts with the performance of known, commonly used catalysts. Catalyst stability has been recorded and deactivation reactions are described. The synthesis and crystal structure (X-ray diffraction) of the (pale pink-coloured) monomeric amino-functionalized complex O3ReCH2CH2CH2N(C2H5)2 (4A and its (violet) polymeric form (4B) are reported. Only the latter is an active epoxidation catalyst with H2O2. An improved laboratory method of the standard catalyst MTO 1a is described.

KW - catalysis

KW - olefins

KW - oxidation

KW - rhenium

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U2 - 10.1016/0304-5102(93)E0162-A

DO - 10.1016/0304-5102(93)E0162-A

M3 - Article

AN - SCOPUS:0028762274

SN - 0304-5102

VL - 86

SP - 243

EP - 266

JO - Journal of Molecular Catalysis

JF - Journal of Molecular Catalysis

IS - 1-3

ER -

Alkylrhenium oxides as homogeneous epoxidation catalysts: Activity, selectivity, stability, deactivation

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Keywords

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