Facile solvolysis of a surprisingly twisted tertiary amide

Bloomfield, Aaron J.; Chaudhuri, Subhajyoti; Mercado, Brandon Q.; Batista, Victor S.; Crabtree, Robert H.

doi:10.1039/C5NJ02449H

Facile solvolysis of a surprisingly twisted tertiary amide

Journal Article · Fri Jan 01 00:00:00 UTC 2016 · New Journal of Chemistry

DOI:https://doi.org/10.1039/C5NJ02449H· OSTI ID:1387826

Bloomfield, Aaron J. ^[1]; Chaudhuri, Subhajyoti ^[2]; Mercado, Brandon Q. ^[3]; Batista, Victor S. ^[1]; Crabtree, Robert H. ^[1]

Department of Chemistry; Yale University; New Haven; USA; Energy Sciences Institute
Energy Sciences Institute; Yale University; West Haven; USA; Yale School of Engineering and Applied Science
Department of Chemistry; Yale University; New Haven; USA

A twisted 3° amide is cleaved at the same rate as a methyl ester under alkaline conditions at 22 °C.

Research Organization:: Energy Frontier Research Centers (EFRC) (United States). Argonne-Northwestern Solar Energy Research Center (ANSER)

Sponsoring Organization:: USDOE Office of Science (SC), Basic Energy Sciences (BES) (SC-22)

DOE Contract Number:: SC0001059;

OSTI ID:: 1387826

Journal Information:: New Journal of Chemistry, Journal Name: New Journal of Chemistry Journal Issue: 3 Vol. 40; ISSN 1144-0546; ISSN NJCHE5

Publisher:: Royal Society of Chemistry

Country of Publication:: United States

Language:: English

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CCDC 1423261: Experimental Crystal Structure Determination: FAJCOL : methyl 4-(pyridin-4-ylcarbamoyl)bicyclo[2.2.2]octane-1-carboxylate Bloomfield, Aaron; Chaudhuri, Subhajyoti; Mercado, Brandon https://doi.org/10.5517/cc1js0nz The current record is supplemented by this dataset	dataset	September 2015
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Facile solvolysis of a surprisingly twisted tertiary amide

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