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Catalytic synthesis of ethylene glycol from a C1 source

Swisher, Nicholas A. and Romero, Patricio and Grubbs, Robert H. (2014) Catalytic synthesis of ethylene glycol from a C1 source. In: 248th American Chemical Society National Meeting & Exposition, 10-14 August 2014, San Francisco, CA.

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Ethylene glycol is an industrially important compd. which is used in a variety of polymeric materials and antifreeze applications. Ethylene glycol is mass produced on a multibillion kilogram scale using ethylene as a C2 source. A potentially sustainable route to ethylene glycol based on synthesis from a C1 source is envisioned. Using formaldehyde as a methanol surrogate, we describe a one-pot two step procedure for ethylene glycol synthesis. In the first step, an N-heterocyclic carbene organocatalyst is used to condense two mols. of formaldehyde to form a C2 compd., glycoaldehdye. In the second step, a late transition metal organometallic catalyst is used to perform a transfer hydrogenation between methanol and glycoaldehdye, forming ethylene glycol and regeneratiing formaldehyde. Thus, two catalytic cycles were successfully combined for the synthesis of ethylene glycol from a C1 source in a conceptually new route. Optimization of the reaction parameters and precatalyst structures are reported.

Item Type:Conference or Workshop Item (Paper)
Related URLs:
URLURL TypeDescription Website
Swisher, Nicholas A.0000-0002-5320-407X
Grubbs, Robert H.0000-0002-0057-7817
Additional Information:© 2014 American Chemical Society.
Record Number:CaltechAUTHORS:20140813-092038078
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Usage Policy:No commercial reproduction, distribution, display or performance rights in this work are provided.
ID Code:48488
Deposited By: Tony Diaz
Deposited On:13 Aug 2014 16:24
Last Modified:07 Jul 2020 19:49

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