Meerwein–Ponndorf–Verley–Oppenauer Non-catalytic Reaction of Monoterpenoids in Supercritical Fluids

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Meerwein–Ponndorf–Verley–Oppenauer Non-catalytic Reaction of Monoterpenoids in Supercritical Fluids. / Philippov, A. A.; Chibiryaev, A. M.

In: Russian Journal of Physical Chemistry B, Vol. 13, No. 7, 01.12.2019, p. 1117-1120.

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

BibTeX

@article{cbe3c66e86ef4eadbc97d24cc2b39224,

title = "Meerwein–Ponndorf–Verley–Oppenauer Non-catalytic Reaction of Monoterpenoids in Supercritical Fluids",

abstract = "Abstract—The Meerwein–Ponndorf–Verley–Oppenauer non-catalytic reaction of cyclic monoterpenic ketones and alcohols (menthone, camphor, menthol, and borneol) was studied under supercritical conditions. It has been showed that the ketones can be reduced in supercritical isopropanol with high selectivity (89–98%) without any catalyst or base. At the same time, the conversion of menthone was 63% at 350°C, and that of camphor was 11% at 300°C for 5 h reaction. The conversions of menthol and borneol in the reverse dehydrogenation reaction in supercritical acetone were 34 and 22%, respectively, and the selectivities were 95 and 88%. Thermal dehydration is a main side reaction for all the reactions.",

keywords = "monoterpene alcohols, monoterpene ketones, supercritical fluids, transfer hydrogenation, ALCOHOLS, KETONES, REDUCTION, ALDEHYDES",

author = "Philippov, {A. A.} and Chibiryaev, {A. M.}",

year = "2019",

month = dec,

day = "1",

doi = "10.1134/S1990793119070054",

language = "English",

volume = "13",

pages = "1117--1120",

journal = "Russian Journal of Physical Chemistry B",

issn = "1990-7931",

publisher = "PLEIADES PUBLISHING INC",

number = "7",

}

RIS

TY - JOUR

T1 - Meerwein–Ponndorf–Verley–Oppenauer Non-catalytic Reaction of Monoterpenoids in Supercritical Fluids

AU - Philippov, A. A.

AU - Chibiryaev, A. M.

PY - 2019/12/1

Y1 - 2019/12/1

N2 - Abstract—The Meerwein–Ponndorf–Verley–Oppenauer non-catalytic reaction of cyclic monoterpenic ketones and alcohols (menthone, camphor, menthol, and borneol) was studied under supercritical conditions. It has been showed that the ketones can be reduced in supercritical isopropanol with high selectivity (89–98%) without any catalyst or base. At the same time, the conversion of menthone was 63% at 350°C, and that of camphor was 11% at 300°C for 5 h reaction. The conversions of menthol and borneol in the reverse dehydrogenation reaction in supercritical acetone were 34 and 22%, respectively, and the selectivities were 95 and 88%. Thermal dehydration is a main side reaction for all the reactions.

AB - Abstract—The Meerwein–Ponndorf–Verley–Oppenauer non-catalytic reaction of cyclic monoterpenic ketones and alcohols (menthone, camphor, menthol, and borneol) was studied under supercritical conditions. It has been showed that the ketones can be reduced in supercritical isopropanol with high selectivity (89–98%) without any catalyst or base. At the same time, the conversion of menthone was 63% at 350°C, and that of camphor was 11% at 300°C for 5 h reaction. The conversions of menthol and borneol in the reverse dehydrogenation reaction in supercritical acetone were 34 and 22%, respectively, and the selectivities were 95 and 88%. Thermal dehydration is a main side reaction for all the reactions.

KW - monoterpene alcohols

KW - monoterpene ketones

KW - supercritical fluids

KW - transfer hydrogenation

KW - ALCOHOLS

KW - KETONES

KW - REDUCTION

KW - ALDEHYDES

UR - http://www.scopus.com/inward/record.url?scp=85080123397&partnerID=8YFLogxK

U2 - 10.1134/S1990793119070054

DO - 10.1134/S1990793119070054

M3 - Article

AN - SCOPUS:85080123397

VL - 13

SP - 1117

EP - 1120

JO - Russian Journal of Physical Chemistry B

JF - Russian Journal of Physical Chemistry B

SN - 1990-7931

IS - 7

ER -

ID: 23636587