Synthesis of silyl formates, formamides, and aldehydesviasolvent-free organocatalytic hydrosilylation of CO2

Takumi Murata; Mahoko Hiyoshi; Manussada Ratanasak; Jun Ya Hasegawa; Tadashi Ema

doi:10.1039/d0cc01371d

Synthesis of silyl formates, formamides, and aldehydesviasolvent-free organocatalytic hydrosilylation of CO₂

Takumi Murata, Mahoko Hiyoshi, Manussada Ratanasak, Jun Ya Hasegawa, Tadashi Ema

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

7 Citations (Scopus)

Abstract

Carbon dioxide (CO₂) was used as a C1 source to prepare silyl formates, formamides, and aldehydes. Tetrabutylammonium acetate (TBAA) catalyzed the solvent-freeN-formylation of amines with CO₂and hydrosilane to give formamides including Weinreb formamide, Me(MeO)NCHO, which was successively converted into aldehydes by one-pot reactions with Grignard reagents.

Original language	English
Pages (from-to)	5783-5786
Number of pages	4
Journal	Chemical Communications
Volume	56
Issue number	43
DOIs	https://doi.org/10.1039/d0cc01371d
Publication status	Published - May 28 2020

ASJC Scopus subject areas

Catalysis
Electronic, Optical and Magnetic Materials
Ceramics and Composites
Chemistry(all)
Surfaces, Coatings and Films
Metals and Alloys
Materials Chemistry

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@article{80707c21e1f143dbacdbf5517325625b,

title = "Synthesis of silyl formates, formamides, and aldehydesviasolvent-free organocatalytic hydrosilylation of CO2",

abstract = "Carbon dioxide (CO2) was used as a C1 source to prepare silyl formates, formamides, and aldehydes. Tetrabutylammonium acetate (TBAA) catalyzed the solvent-freeN-formylation of amines with CO2and hydrosilane to give formamides including Weinreb formamide, Me(MeO)NCHO, which was successively converted into aldehydes by one-pot reactions with Grignard reagents.",

author = "Takumi Murata and Mahoko Hiyoshi and Manussada Ratanasak and Hasegawa, {Jun Ya} and Tadashi Ema",

note = "Funding Information: This work was supported by the Yakumo Foundation for Environmental Science and by the Cooperative Research Program of Institute for Catalysis, Hokkaido University (Grant 19A1003). JH acknowledges MEXT for {\textquoteleft}{\textquoteleft}Integrated Research Consortium on Chemical Sciences{\textquoteright}{\textquoteright} and Hokkaido University for the {\textquoteleft}{\textquoteleft}Photo-excitenix{\textquoteright}{\textquoteright} project. Part of the computations were carried out at RCCS (Okazaki, Japan). Publisher Copyright: {\textcopyright} The Royal Society of Chemistry 2020.",

year = "2020",

month = may,

day = "28",

doi = "10.1039/d0cc01371d",

language = "English",

volume = "56",

pages = "5783--5786",

journal = "Chemical Communications",

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publisher = "Royal Society of Chemistry",

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T1 - Synthesis of silyl formates, formamides, and aldehydesviasolvent-free organocatalytic hydrosilylation of CO2

AU - Murata, Takumi

AU - Hiyoshi, Mahoko

AU - Ratanasak, Manussada

AU - Hasegawa, Jun Ya

AU - Ema, Tadashi

N1 - Funding Information: This work was supported by the Yakumo Foundation for Environmental Science and by the Cooperative Research Program of Institute for Catalysis, Hokkaido University (Grant 19A1003). JH acknowledges MEXT for ‘‘Integrated Research Consortium on Chemical Sciences’’ and Hokkaido University for the ‘‘Photo-excitenix’’ project. Part of the computations were carried out at RCCS (Okazaki, Japan). Publisher Copyright: © The Royal Society of Chemistry 2020.

PY - 2020/5/28

Y1 - 2020/5/28

N2 - Carbon dioxide (CO2) was used as a C1 source to prepare silyl formates, formamides, and aldehydes. Tetrabutylammonium acetate (TBAA) catalyzed the solvent-freeN-formylation of amines with CO2and hydrosilane to give formamides including Weinreb formamide, Me(MeO)NCHO, which was successively converted into aldehydes by one-pot reactions with Grignard reagents.

AB - Carbon dioxide (CO2) was used as a C1 source to prepare silyl formates, formamides, and aldehydes. Tetrabutylammonium acetate (TBAA) catalyzed the solvent-freeN-formylation of amines with CO2and hydrosilane to give formamides including Weinreb formamide, Me(MeO)NCHO, which was successively converted into aldehydes by one-pot reactions with Grignard reagents.

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