Selective Conversion of Carbon Dioxide to Formaldehyde via a Bis(silyl)acetal: Incorporation of Isotopically Labeled C1 Moieties Derived from Carbon Dioxide into Organic Molecules
Author(s) -
Michael Rauch,
Zack M. Strater,
Gerard Parkin
Publication year - 2019
Publication title -
journal of the american chemical society
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 7.115
H-Index - 612
eISSN - 1520-5126
pISSN - 0002-7863
DOI - 10.1021/jacs.9b08342
Subject(s) - formaldehyde , isotopologue , chemistry , acetal , carbon dioxide , silylation , molecule , electrochemical reduction of carbon dioxide , organic chemistry , chemical transformation , carbon monoxide , catalysis
The conversion of carbon dioxide to formaldehyde is a transformation that is of considerable significance in view of the fact that formaldehyde is a widely used chemical, but this conversion is challenging because CO 2 is resistant to chemical transformations. Therefore, we report here that formaldehyde can be readily obtained from CO 2 at room temperature via he bis(silyl)acetal, H 2 C(OSiPh 3 ) 2 . Specifically, formaldehyde is released from H 2 C(OSiPh 3 ) 2 upon treatment with CsF at room temperature. H 2 C(OSiPh 3 ) 2 hus serves as a formaldehyde surrogate and provides a means to incorporate CH x ( x = 1 or 2) moieties into organic molecules. Isotopologues of H 2 C(OSiPh 3 ) 2 may also be synthesized, thereby providing a convenient means to use CO 2 as a source of isotopic labels in organic molecules.
Accelerating Research
Robert Robinson Avenue,
Oxford Science Park, Oxford
OX4 4GP, United Kingdom
Address
John Eccles HouseRobert Robinson Avenue,
Oxford Science Park, Oxford
OX4 4GP, United Kingdom