Standard

Selectivity control in one-pot myrtenol amination over Au/ZrO2 by molecular hydrogen addition. / Demidova, Yu S.; Suslov, E. V.; Simakova, I. L. et al.

In: Journal of Molecular Catalysis A: Chemical, Vol. 426, 01.01.2017, p. 60-67.

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

Harvard

Demidova, YS, Suslov, EV, Simakova, IL, Mozhajcev, ES, Korchagina, DV, Volcho, KP, Salakhutdinov, NF, Simakov, A & Murzin, DY 2017, 'Selectivity control in one-pot myrtenol amination over Au/ZrO2 by molecular hydrogen addition', Journal of Molecular Catalysis A: Chemical, vol. 426, pp. 60-67. https://doi.org/10.1016/j.molcata.2016.10.034

APA

Demidova, Y. S., Suslov, E. V., Simakova, I. L., Mozhajcev, E. S., Korchagina, D. V., Volcho, K. P., Salakhutdinov, N. F., Simakov, A., & Murzin, D. Y. (2017). Selectivity control in one-pot myrtenol amination over Au/ZrO2 by molecular hydrogen addition. Journal of Molecular Catalysis A: Chemical, 426, 60-67. https://doi.org/10.1016/j.molcata.2016.10.034

Vancouver

Demidova YS, Suslov EV, Simakova IL, Mozhajcev ES, Korchagina DV, Volcho KP et al. Selectivity control in one-pot myrtenol amination over Au/ZrO2 by molecular hydrogen addition. Journal of Molecular Catalysis A: Chemical. 2017 Jan 1;426:60-67. doi: 10.1016/j.molcata.2016.10.034

Author

Demidova, Yu S. ; Suslov, E. V. ; Simakova, I. L. et al. / Selectivity control in one-pot myrtenol amination over Au/ZrO2 by molecular hydrogen addition. In: Journal of Molecular Catalysis A: Chemical. 2017 ; Vol. 426. pp. 60-67.

BibTeX

@article{160d90a49a5c4824b23e0196f98dcd50,
title = "Selectivity control in one-pot myrtenol amination over Au/ZrO2 by molecular hydrogen addition",
abstract = "The one-pot myrtenol amination was studied over Au (3 wt.%)/ZrO2 catalyst under mixed N2/H2 atmosphere (9 bar). The effect of hydrogen addition was explored with the aim to increase selectivity to the target amines. Hydrogen addition timing depending on myrtenol conversion and hydrogenation temperature affected selectivity to the reaction products. Hydrogen addition (1 bar) after almost complete myrtenol conversion at 100 °C increased the yield to amine up to 68% preserving C[dbnd]C bond in the initial myrtenol structure. Hydrogen addition at 180 °C irrespective of the myrtenol conversion level provoked reduction of both C[dbnd]C and C[dbnd]N bonds with formation of two diastereomers (yield up to 93%), with trans-isomer formation being preferred when hydrogen was added at almost complete myrtenol conversion. It was shown, that in the presence of a gold catalyst controlled hydrogenation of competitive C[dbnd]C and C[dbnd]N groups can be performed during one-pot alcohol amination by regulation of the reaction conditions.",
keywords = "Biomass, Competitive hydrogenation, Gold, Hydrogen borrowing, Monoterpenoid, One-pot alcohol amination, Selectivity control, OXIDATION, GOLD, ISOMERIZATION, HETEROGENEOUS CATALYSIS, ANALGESIC ACTIVITY, ALUMINA, ALCOHOLS, STEREOSELECTIVITY, REDUCTION, DERIVATIVES",
author = "Demidova, {Yu S.} and Suslov, {E. V.} and Simakova, {I. L.} and Mozhajcev, {E. S.} and Korchagina, {D. V.} and Volcho, {K. P.} and Salakhutdinov, {N. F.} and A. Simakov and Murzin, {D. Yu}",
note = "Publisher Copyright: {\textcopyright} 2016 Elsevier B.V.",
year = "2017",
month = jan,
day = "1",
doi = "10.1016/j.molcata.2016.10.034",
language = "English",
volume = "426",
pages = "60--67",
journal = "Journal of Molecular Catalysis A: Chemical",
issn = "1381-1169",
publisher = "Elsevier",

}

RIS

TY - JOUR

T1 - Selectivity control in one-pot myrtenol amination over Au/ZrO2 by molecular hydrogen addition

AU - Demidova, Yu S.

AU - Suslov, E. V.

AU - Simakova, I. L.

AU - Mozhajcev, E. S.

AU - Korchagina, D. V.

AU - Volcho, K. P.

AU - Salakhutdinov, N. F.

AU - Simakov, A.

AU - Murzin, D. Yu

N1 - Publisher Copyright: © 2016 Elsevier B.V.

PY - 2017/1/1

Y1 - 2017/1/1

N2 - The one-pot myrtenol amination was studied over Au (3 wt.%)/ZrO2 catalyst under mixed N2/H2 atmosphere (9 bar). The effect of hydrogen addition was explored with the aim to increase selectivity to the target amines. Hydrogen addition timing depending on myrtenol conversion and hydrogenation temperature affected selectivity to the reaction products. Hydrogen addition (1 bar) after almost complete myrtenol conversion at 100 °C increased the yield to amine up to 68% preserving C[dbnd]C bond in the initial myrtenol structure. Hydrogen addition at 180 °C irrespective of the myrtenol conversion level provoked reduction of both C[dbnd]C and C[dbnd]N bonds with formation of two diastereomers (yield up to 93%), with trans-isomer formation being preferred when hydrogen was added at almost complete myrtenol conversion. It was shown, that in the presence of a gold catalyst controlled hydrogenation of competitive C[dbnd]C and C[dbnd]N groups can be performed during one-pot alcohol amination by regulation of the reaction conditions.

AB - The one-pot myrtenol amination was studied over Au (3 wt.%)/ZrO2 catalyst under mixed N2/H2 atmosphere (9 bar). The effect of hydrogen addition was explored with the aim to increase selectivity to the target amines. Hydrogen addition timing depending on myrtenol conversion and hydrogenation temperature affected selectivity to the reaction products. Hydrogen addition (1 bar) after almost complete myrtenol conversion at 100 °C increased the yield to amine up to 68% preserving C[dbnd]C bond in the initial myrtenol structure. Hydrogen addition at 180 °C irrespective of the myrtenol conversion level provoked reduction of both C[dbnd]C and C[dbnd]N bonds with formation of two diastereomers (yield up to 93%), with trans-isomer formation being preferred when hydrogen was added at almost complete myrtenol conversion. It was shown, that in the presence of a gold catalyst controlled hydrogenation of competitive C[dbnd]C and C[dbnd]N groups can be performed during one-pot alcohol amination by regulation of the reaction conditions.

KW - Biomass

KW - Competitive hydrogenation

KW - Gold

KW - Hydrogen borrowing

KW - Monoterpenoid

KW - One-pot alcohol amination

KW - Selectivity control

KW - OXIDATION

KW - GOLD

KW - ISOMERIZATION

KW - HETEROGENEOUS CATALYSIS

KW - ANALGESIC ACTIVITY

KW - ALUMINA

KW - ALCOHOLS

KW - STEREOSELECTIVITY

KW - REDUCTION

KW - DERIVATIVES

UR - http://www.scopus.com/inward/record.url?scp=85000733340&partnerID=8YFLogxK

U2 - 10.1016/j.molcata.2016.10.034

DO - 10.1016/j.molcata.2016.10.034

M3 - Article

AN - SCOPUS:85000733340

VL - 426

SP - 60

EP - 67

JO - Journal of Molecular Catalysis A: Chemical

JF - Journal of Molecular Catalysis A: Chemical

SN - 1381-1169

ER -

ID: 8968193