Highly Selective Synthesis of cis-2,2,4,4-Tetramethylcyclobutane-1,3-diol via Solvent-Free Hydrogenation and Isomerization

Kwihwan Park; Shinichi Furusato; Chikara Furugen; Takashi Ikawa; Tsuyoshi Yamada; Hironao Sajiki

doi:10.1002/ajoc.202200263

Highly Selective Synthesis of cis-2,2,4,4-Tetramethylcyclobutane-1,3-diol via Solvent-Free Hydrogenation and Isomerization

Kwihwan Park^*, Shinichi Furusato, Chikara Furugen, Takashi Ikawa, Tsuyoshi Yamada^*, Hironao Sajiki^*

^*Corresponding author for this work

Synthetic and Medicinal Chemistry

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

1 Scopus citations

Abstract

In this study, ruthenium-on-carbon-catalyzed hydrogenation of CBDK was developed for the production of cis-CBDO under solvent-free conditions. Isomerization using a ruthenium catalyst and hydrogen gas may improve the selective formation of cis-CBDO. Moreover, the reaction mechanisms for cis-selectivity was proposed based on density functional theory (DFT) calculations.

Original language	English
Article number	e202200263
Journal	Asian Journal of Organic Chemistry
Volume	11
Issue number	9
DOIs	https://doi.org/10.1002/ajoc.202200263
State	Published - 2022/09

Keywords

2,2,4,4-tetramethylcyclobutane-1,3-diol
heterogeneous catalyst
hydrogenation
selective synthesis
solvent-free

ASJC Scopus subject areas

Organic Chemistry

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10.1002/ajoc.202200263

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@article{fd48178948ff4235a199348216c293c8,

title = "Highly Selective Synthesis of cis-2,2,4,4-Tetramethylcyclobutane-1,3-diol via Solvent-Free Hydrogenation and Isomerization",

abstract = "In this study, ruthenium-on-carbon-catalyzed hydrogenation of CBDK was developed for the production of cis-CBDO under solvent-free conditions. Isomerization using a ruthenium catalyst and hydrogen gas may improve the selective formation of cis-CBDO. Moreover, the reaction mechanisms for cis-selectivity was proposed based on density functional theory (DFT) calculations.",

keywords = "2,2,4,4-tetramethylcyclobutane-1,3-diol, heterogeneous catalyst, hydrogenation, selective synthesis, solvent-free",

author = "Kwihwan Park and Shinichi Furusato and Chikara Furugen and Takashi Ikawa and Tsuyoshi Yamada and Hironao Sajiki",

note = "Publisher Copyright: {\textcopyright} 2022 Wiley-VCH GmbH.",

year = "2022",

month = sep,

doi = "10.1002/ajoc.202200263",

language = "英語",

volume = "11",

journal = "Asian Journal of Organic Chemistry",

issn = "2193-5807",

publisher = "John Wiley and Sons Inc.",

number = "9",

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TY - JOUR

T1 - Highly Selective Synthesis of cis-2,2,4,4-Tetramethylcyclobutane-1,3-diol via Solvent-Free Hydrogenation and Isomerization

AU - Park, Kwihwan

AU - Furusato, Shinichi

AU - Furugen, Chikara

AU - Ikawa, Takashi

AU - Yamada, Tsuyoshi

AU - Sajiki, Hironao

PY - 2022/9

Y1 - 2022/9

N2 - In this study, ruthenium-on-carbon-catalyzed hydrogenation of CBDK was developed for the production of cis-CBDO under solvent-free conditions. Isomerization using a ruthenium catalyst and hydrogen gas may improve the selective formation of cis-CBDO. Moreover, the reaction mechanisms for cis-selectivity was proposed based on density functional theory (DFT) calculations.

AB - In this study, ruthenium-on-carbon-catalyzed hydrogenation of CBDK was developed for the production of cis-CBDO under solvent-free conditions. Isomerization using a ruthenium catalyst and hydrogen gas may improve the selective formation of cis-CBDO. Moreover, the reaction mechanisms for cis-selectivity was proposed based on density functional theory (DFT) calculations.

KW - 2,2,4,4-tetramethylcyclobutane-1,3-diol

KW - heterogeneous catalyst

KW - hydrogenation

KW - selective synthesis

KW - solvent-free

UR - http://www.scopus.com/inward/record.url?scp=85133542152&partnerID=8YFLogxK

U2 - 10.1002/ajoc.202200263

DO - 10.1002/ajoc.202200263

M3 - 学術論文

AN - SCOPUS:85133542152

SN - 2193-5807

VL - 11

JO - Asian Journal of Organic Chemistry

JF - Asian Journal of Organic Chemistry

IS - 9

M1 - e202200263

ER -

Highly Selective Synthesis of cis-2,2,4,4-Tetramethylcyclobutane-1,3-diol via Solvent-Free Hydrogenation and Isomerization

Abstract

Keywords

ASJC Scopus subject areas

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