A multifunction Pd/Sc(OTf)3/ionic liquid catalyst system for the tandem one-pot conversion of phenol to ε-caprolactam

Ju Yeon Shin; Da Jung Jung; Sang Gi Lee

doi:10.1021/cs400009w

A multifunction Pd/Sc(OTf)₃/ionic liquid catalyst system for the tandem one-pot conversion of phenol to ε-caprolactam

Ju Yeon Shin
, Da Jung Jung
, Sang Gi Lee

Department of Chemistry & Nanoscience

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

52 Scopus citations

Abstract

A multifunction Pd/Sc(OTf)₃/ionic liquid catalyst for the tandem one-pot conversion of phenol to ε-caprolactam is reported. Pd and Sc(OTf)₃ cooperate to catalyze the hydrogenation of phenol to cyclohexanone with excellent conversion (>99.9%) and selectivity (>99.9%), whereas Sc(OTf)₃ and an ionic liquid, [bmim][PF₆], cooperate to catalyze the tandem transformation of the resulting cyclohexanone to cyclohexanone oxime and the Beckmann rearrangement affording ε-caprolactam.

Original language	English
Pages (from-to)	525-528
Number of pages	4
Journal	ACS Catalysis
Volume	3
Issue number	4
DOIs	https://doi.org/10.1021/cs400009w
State	Published - 5 Apr 2013

Keywords

caprolactam
hydrogenation
multifunction catalyst
phenol
tandem catalysis

Access to Document

10.1021/cs400009w

Cite this

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title = "A multifunction Pd/Sc(OTf)3/ionic liquid catalyst system for the tandem one-pot conversion of phenol to ε-caprolactam",

abstract = "A multifunction Pd/Sc(OTf)3/ionic liquid catalyst for the tandem one-pot conversion of phenol to ε-caprolactam is reported. Pd and Sc(OTf)3 cooperate to catalyze the hydrogenation of phenol to cyclohexanone with excellent conversion (>99.9\%) and selectivity (>99.9\%), whereas Sc(OTf)3 and an ionic liquid, [bmim][PF6], cooperate to catalyze the tandem transformation of the resulting cyclohexanone to cyclohexanone oxime and the Beckmann rearrangement affording ε-caprolactam.",

keywords = "caprolactam, hydrogenation, multifunction catalyst, phenol, tandem catalysis",

author = "Shin, \{Ju Yeon\} and Jung, \{Da Jung\} and Lee, \{Sang Gi\}",

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journal = "ACS Catalysis",

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T1 - A multifunction Pd/Sc(OTf)3/ionic liquid catalyst system for the tandem one-pot conversion of phenol to ε-caprolactam

AU - Shin, Ju Yeon

AU - Jung, Da Jung

AU - Lee, Sang Gi

PY - 2013/4/5

Y1 - 2013/4/5

N2 - A multifunction Pd/Sc(OTf)3/ionic liquid catalyst for the tandem one-pot conversion of phenol to ε-caprolactam is reported. Pd and Sc(OTf)3 cooperate to catalyze the hydrogenation of phenol to cyclohexanone with excellent conversion (>99.9%) and selectivity (>99.9%), whereas Sc(OTf)3 and an ionic liquid, [bmim][PF6], cooperate to catalyze the tandem transformation of the resulting cyclohexanone to cyclohexanone oxime and the Beckmann rearrangement affording ε-caprolactam.

AB - A multifunction Pd/Sc(OTf)3/ionic liquid catalyst for the tandem one-pot conversion of phenol to ε-caprolactam is reported. Pd and Sc(OTf)3 cooperate to catalyze the hydrogenation of phenol to cyclohexanone with excellent conversion (>99.9%) and selectivity (>99.9%), whereas Sc(OTf)3 and an ionic liquid, [bmim][PF6], cooperate to catalyze the tandem transformation of the resulting cyclohexanone to cyclohexanone oxime and the Beckmann rearrangement affording ε-caprolactam.

KW - caprolactam

KW - hydrogenation

KW - multifunction catalyst

KW - phenol

KW - tandem catalysis

UR - https://www.scopus.com/pages/publications/84875917640

U2 - 10.1021/cs400009w

DO - 10.1021/cs400009w

M3 - Article

AN - SCOPUS:84875917640

SN - 2155-5435

VL - 3

SP - 525

EP - 528

JO - ACS Catalysis

JF - ACS Catalysis

IS - 4