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dc.contributor.authorCrabtree, Kyle N.
dc.contributor.authorMcCaslin, Laura
dc.contributor.authorMartinez, Oscar
dc.contributor.authorStanton, John F.
dc.contributor.authorMcCarthy, Michael C.
dc.contributor.authorWomack, Caroline C.
dc.contributor.authorField, Robert W
dc.date.accessioned2018-03-27T15:06:37Z
dc.date.available2018-03-27T15:06:37Z
dc.date.issued2014-03
dc.date.submitted2014-01
dc.identifier.issn1433-7851
dc.identifier.issn1521-3773
dc.identifier.urihttp://hdl.handle.net/1721.1/114391
dc.description.abstractCarbenes are reactive molecules of the form R[superscript 1]-C̈-R[superscript 2] that play a role in topics ranging from organic synthesis to gas‐phase oxidation chemistry. We report the first experimental structure determination of dihydroxycarbene (HO-C̈-OH), one of the smallest stable singlet carbenes, using a combination of microwave rotational spectroscopy and high‐level coupled‐cluster calculations. The semi‐experimental equilibrium structure derived from five isotopic variants of HO-C̈-OH contains two very short CO single bonds (ca. 1.32 Å). Detection of HO-C̈-OH in the gas phase firmly establishes that it is stable to isomerization, yet it has been underrepresented in discussions of the CH[subscript 2]O[subscript 2] chemical system and its atmospherically relevant isomers: formic acid and the Criegee intermediate CH[superscript 2]OO. Keywords: atmospheric chemistry, carbenes, microwave spectroscopy, reactive intermediates, structure elucidationen_US
dc.description.sponsorshipCamille & Henry Dreyfus Foundation (Postdoctoral Fellowship)en_US
dc.description.sponsorshipNational Science Foundation (U.S.) (Grant CHE1058063)en_US
dc.description.sponsorshipRobert A. Welch Foundation (Grant F‐1283)en_US
dc.description.sponsorshipUnited States. Department of Energy. Office of Basic Energy Sciences (Grant DE‐FG02‐07ER15884)en_US
dc.language.isoen_US
dc.publisherWiley Blackwellen_US
dc.relation.isversionofhttp://dx.doi.org/10.1002/anie.201311082en_US
dc.rightsCreative Commons Attribution-Noncommercial-Share Alikeen_US
dc.rights.urihttp://creativecommons.org/licenses/by-nc-sa/4.0/en_US
dc.sourceProf. Fielden_US
dc.titleGas-Phase Structure Determination of Dihydroxycarbene, One of the Smallest Stable Singlet Carbenesen_US
dc.typeArticleen_US
dc.identifier.citationWomack, Caroline C., et al. “Gas-Phase Structure Determination of Dihydroxycarbene, One of the Smallest Stable Singlet Carbenes.” Angewandte Chemie International Edition, vol. 53, no. 16, Apr. 2014, pp. 4089–92.en_US
dc.contributor.departmentMassachusetts Institute of Technology. Department of Chemistryen_US
dc.contributor.approverField, Robert, W.en_US
dc.contributor.mitauthorWomack, Caroline C.
dc.contributor.mitauthorField, Robert W
dc.relation.journalAngewandte Chemie International Editionen_US
dc.eprint.versionOriginal manuscripten_US
dc.type.urihttp://purl.org/eprint/type/JournalArticleen_US
eprint.statushttp://purl.org/eprint/status/NonPeerRevieweden_US
dspace.orderedauthorsWomack, Caroline C.; Crabtree, Kyle N.; McCaslin, Laura; Martinez, Oscar; Field, Robert W.; Stanton, John F.; McCarthy, Michael C.en_US
dspace.embargo.termsNen_US
dc.identifier.orcidhttps://orcid.org/0000-0002-7609-4205
mit.licenseOPEN_ACCESS_POLICYen_US


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