Use of Short Time-on-Stream Attenuated Total Internal Reflection Infrared Spectroscopy To Probe Changes in Adsorption Geometry for Determination of Selectivity in the Hydrogenation of Citral

H. Daly; H. G. Manyar; R. Morgan; J. M. Thompson; J. J. Delgado; R. Burch; C. Hardacre

doi:10.1021/cs500185n

Use of Short Time-on-Stream Attenuated Total Internal Reflection Infrared Spectroscopy To Probe Changes in Adsorption Geometry for Determination of Selectivity in the Hydrogenation of Citral

H. Daly, H. G. Manyar, R. Morgan, J. M. Thompson, J. J. Delgado, R. Burch, C. Hardacre

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

Abstract

Abstract Image

A new experimental procedure based on attenuated total reflection infrared spectroscopy has been developed to investigate surface species under liquid phase reaction conditions. The technique has been tested by investigating the enhanced selectivity in the hydrogenation of ?,?-unsaturated aldehyde citral over a 5% Pt/SiO2 catalyst toward unsaturated alcohols geraniol/nerol, which occurs when citronellal is added to the reaction. The change in selectivity is proposed to be the result of a change in the citral adsorption mode in the presence of citronellal. Short time on stream attenuated total internal reflection infrared spectroscopy has allowed identification of the adsorption modes of citral. With no citronellal, citral adsorbs through both the C?C and C?O groups; however, in the presence of citronellal, citral adsorption occurs through the C?O group only, which is proposed to be the cause of the altered reaction selectivity.

Original language	English
Pages (from-to)	2470-2478
Number of pages	9
Journal	A C S Catalysis
Volume	4
Issue number	8
DOIs	https://doi.org/10.1021/cs500185n
Publication status	Published - Aug 2014

Keywords

Pt
ATR
infrared
citral
hydrogenation
SITU ATR-IR
LIQUID-PHASE HYDROGENATION
ALPHA,BETA-UNSATURATED ALDEHYDES
UNSATURATED ALDEHYDES
ASYMMETRIC HYDROGENATION
1ST PRINCIPLES
PTSN CATALYSTS
BENZYL ALCOHOL
PD/AL2O3
OXIDATION

Access to Document

10.1021/cs500185n

http://www.scopus.com/inward/record.url?scp=84905493027&partnerID=8YFLogxK

Cite this

@article{705a7d843b0447d08cdd77f8d9461d97,

title = "Use of Short Time-on-Stream Attenuated Total Internal Reflection Infrared Spectroscopy To Probe Changes in Adsorption Geometry for Determination of Selectivity in the Hydrogenation of Citral",

abstract = "Abstract ImageA new experimental procedure based on attenuated total reflection infrared spectroscopy has been developed to investigate surface species under liquid phase reaction conditions. The technique has been tested by investigating the enhanced selectivity in the hydrogenation of ?,?-unsaturated aldehyde citral over a 5% Pt/SiO2 catalyst toward unsaturated alcohols geraniol/nerol, which occurs when citronellal is added to the reaction. The change in selectivity is proposed to be the result of a change in the citral adsorption mode in the presence of citronellal. Short time on stream attenuated total internal reflection infrared spectroscopy has allowed identification of the adsorption modes of citral. With no citronellal, citral adsorbs through both the C?C and C?O groups; however, in the presence of citronellal, citral adsorption occurs through the C?O group only, which is proposed to be the cause of the altered reaction selectivity.",

keywords = "Pt, ATR, infrared, citral, hydrogenation, SITU ATR-IR, LIQUID-PHASE HYDROGENATION, ALPHA,BETA-UNSATURATED ALDEHYDES, UNSATURATED ALDEHYDES, ASYMMETRIC HYDROGENATION, 1ST PRINCIPLES, PTSN CATALYSTS, BENZYL ALCOHOL, PD/AL2O3, OXIDATION",

author = "H. Daly and Manyar, {H. G.} and R. Morgan and Thompson, {J. M.} and Delgado, {J. J.} and R. Burch and C. Hardacre",

year = "2014",

month = aug,

doi = "10.1021/cs500185n",

language = "English",

volume = "4",

pages = "2470--2478",

journal = "A C S Catalysis",

issn = "2155-5435",

publisher = "American Chemical Society",

number = "8",

}

TY - JOUR

T1 - Use of Short Time-on-Stream Attenuated Total Internal Reflection Infrared Spectroscopy To Probe Changes in Adsorption Geometry for Determination of Selectivity in the Hydrogenation of Citral

AU - Daly, H.

AU - Manyar, H. G.

AU - Morgan, R.

AU - Thompson, J. M.

AU - Delgado, J. J.

AU - Burch, R.

AU - Hardacre, C.

PY - 2014/8

Y1 - 2014/8

N2 - Abstract ImageA new experimental procedure based on attenuated total reflection infrared spectroscopy has been developed to investigate surface species under liquid phase reaction conditions. The technique has been tested by investigating the enhanced selectivity in the hydrogenation of ?,?-unsaturated aldehyde citral over a 5% Pt/SiO2 catalyst toward unsaturated alcohols geraniol/nerol, which occurs when citronellal is added to the reaction. The change in selectivity is proposed to be the result of a change in the citral adsorption mode in the presence of citronellal. Short time on stream attenuated total internal reflection infrared spectroscopy has allowed identification of the adsorption modes of citral. With no citronellal, citral adsorbs through both the C?C and C?O groups; however, in the presence of citronellal, citral adsorption occurs through the C?O group only, which is proposed to be the cause of the altered reaction selectivity.

AB - Abstract ImageA new experimental procedure based on attenuated total reflection infrared spectroscopy has been developed to investigate surface species under liquid phase reaction conditions. The technique has been tested by investigating the enhanced selectivity in the hydrogenation of ?,?-unsaturated aldehyde citral over a 5% Pt/SiO2 catalyst toward unsaturated alcohols geraniol/nerol, which occurs when citronellal is added to the reaction. The change in selectivity is proposed to be the result of a change in the citral adsorption mode in the presence of citronellal. Short time on stream attenuated total internal reflection infrared spectroscopy has allowed identification of the adsorption modes of citral. With no citronellal, citral adsorbs through both the C?C and C?O groups; however, in the presence of citronellal, citral adsorption occurs through the C?O group only, which is proposed to be the cause of the altered reaction selectivity.

KW - Pt

KW - ATR

KW - infrared

KW - citral

KW - hydrogenation

KW - SITU ATR-IR

KW - LIQUID-PHASE HYDROGENATION

KW - ALPHA,BETA-UNSATURATED ALDEHYDES

KW - UNSATURATED ALDEHYDES

KW - ASYMMETRIC HYDROGENATION

KW - 1ST PRINCIPLES

KW - PTSN CATALYSTS

KW - BENZYL ALCOHOL

KW - PD/AL2O3

KW - OXIDATION

U2 - 10.1021/cs500185n

DO - 10.1021/cs500185n

M3 - Article

SN - 2155-5435

VL - 4

SP - 2470

EP - 2478

JO - A C S Catalysis

JF - A C S Catalysis

IS - 8

ER -

Use of Short Time-on-Stream Attenuated Total Internal Reflection Infrared Spectroscopy To Probe Changes in Adsorption Geometry for Determination of Selectivity in the Hydrogenation of Citral

Abstract

Keywords

Access to Document

Fingerprint

Cite this