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The continuous catalytic debenzylation of 1,4-Dibenzyloxybenzene with H-2 in THF expanded with high pressure CO2

Research output: Contribution to Journal/Magazine › Journal article › peer-review

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The continuous catalytic debenzylation of 1,4-Dibenzyloxybenzene with H-2 in THF expanded with high pressure CO2. / Akien, Geoffrey R.; Legeay, Jean-Christophe; Wells, Andrew et al.
In: Organic Process Research and Development, Vol. 14, No. 5, 2010, p. 1202-1208.

Research output: Contribution to Journal/Magazine › Journal article › peer-review

Harvard

Akien, GR, Legeay, J-C, Wells, A & Poliakoff, M 2010, 'The continuous catalytic debenzylation of 1,4-Dibenzyloxybenzene with H-2 in THF expanded with high pressure CO2', Organic Process Research and Development, vol. 14, no. 5, pp. 1202-1208. https://doi.org/10.1021/op100136g

APA

Akien, G. R., Legeay, J-C., Wells, A., & Poliakoff, M. (2010). The continuous catalytic debenzylation of 1,4-Dibenzyloxybenzene with H-2 in THF expanded with high pressure CO2. Organic Process Research and Development, 14(5), 1202-1208. https://doi.org/10.1021/op100136g

Vancouver

Akien GR, Legeay J-C, Wells A, Poliakoff M. The continuous catalytic debenzylation of 1,4-Dibenzyloxybenzene with H-2 in THF expanded with high pressure CO2. Organic Process Research and Development. 2010;14(5):1202-1208. doi: 10.1021/op100136g

Author

Akien, Geoffrey R. ; Legeay, Jean-Christophe ; Wells, Andrew et al. / The continuous catalytic debenzylation of 1,4-Dibenzyloxybenzene with H-2 in THF expanded with high pressure CO2. In: Organic Process Research and Development. 2010 ; Vol. 14, No. 5. pp. 1202-1208.

Bibtex

@article{235a2fcb13c9404287ceb57f97d5de41,
title = "The continuous catalytic debenzylation of 1,4-Dibenzyloxybenzene with H-2 in THF expanded with high pressure CO2",
abstract = "The continuous debenzylation of 1,4-dibenzyloxybenzene (1a) with H-2 and supported Pd catalysts has been studied in high-pressure CO2 + tetrahydrofuran. A range of parameters and catalysts have been tested, with one of the most successful results giving 86% conversion and 86% selectivity to the monodebenzylated product, 1,4-(benzyloxy)phenol (2a). In the absence of CO2, the reaction was unselective with no formation of 2a. When complete debenzylation was required, the best catalyst was 5% Pd supported on Deloxan APII, giving quantitative yields of hydroquinone (3), the completely debenzylated product, at temperatures as low as 50 degrees C. This Deloxan-supported catalyst was also substantially active at only 30 degrees C.",
keywords = "SUPERCRITICAL CARBON-DIOXIDE, PALLADIUM CATALYSTS, HYDROGENATION, DEHYDROGENATION, HYDROGENOLYSIS, CHEMISTRY, BENZYL",
author = "Akien, {Geoffrey R.} and Jean-Christophe Legeay and Andrew Wells and Martyn Poliakoff",
year = "2010",
doi = "10.1021/op100136g",
language = "English",
volume = "14",
pages = "1202--1208",
journal = "Organic Process Research and Development",
issn = "1083-6160",
publisher = "American Chemical Society",
number = "5",

}

RIS

TY - JOUR

T1 - The continuous catalytic debenzylation of 1,4-Dibenzyloxybenzene with H-2 in THF expanded with high pressure CO2

AU - Akien, Geoffrey R.

AU - Legeay, Jean-Christophe

AU - Wells, Andrew

AU - Poliakoff, Martyn

PY - 2010

Y1 - 2010

N2 - The continuous debenzylation of 1,4-dibenzyloxybenzene (1a) with H-2 and supported Pd catalysts has been studied in high-pressure CO2 + tetrahydrofuran. A range of parameters and catalysts have been tested, with one of the most successful results giving 86% conversion and 86% selectivity to the monodebenzylated product, 1,4-(benzyloxy)phenol (2a). In the absence of CO2, the reaction was unselective with no formation of 2a. When complete debenzylation was required, the best catalyst was 5% Pd supported on Deloxan APII, giving quantitative yields of hydroquinone (3), the completely debenzylated product, at temperatures as low as 50 degrees C. This Deloxan-supported catalyst was also substantially active at only 30 degrees C.

AB - The continuous debenzylation of 1,4-dibenzyloxybenzene (1a) with H-2 and supported Pd catalysts has been studied in high-pressure CO2 + tetrahydrofuran. A range of parameters and catalysts have been tested, with one of the most successful results giving 86% conversion and 86% selectivity to the monodebenzylated product, 1,4-(benzyloxy)phenol (2a). In the absence of CO2, the reaction was unselective with no formation of 2a. When complete debenzylation was required, the best catalyst was 5% Pd supported on Deloxan APII, giving quantitative yields of hydroquinone (3), the completely debenzylated product, at temperatures as low as 50 degrees C. This Deloxan-supported catalyst was also substantially active at only 30 degrees C.

KW - SUPERCRITICAL CARBON-DIOXIDE

KW - PALLADIUM CATALYSTS

KW - HYDROGENATION

KW - DEHYDROGENATION

KW - HYDROGENOLYSIS

KW - CHEMISTRY

KW - BENZYL

U2 - 10.1021/op100136g

DO - 10.1021/op100136g

M3 - Journal article

VL - 14

SP - 1202

EP - 1208

JO - Organic Process Research and Development

JF - Organic Process Research and Development

SN - 1083-6160

IS - 5

ER -