Full metadata record
DC Field | Value | Language |
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dc.contributor.author | Jean Bouffard | - |
dc.date.accessioned | 2019-10-02T02:00:07Z | - |
dc.date.available | 2019-10-02T02:00:07Z | - |
dc.date.issued | 2019 | - |
dc.identifier.issn | 2451-9294 | - |
dc.identifier.other | OAK-25397 | - |
dc.identifier.uri | https://dspace.ewha.ac.kr/handle/2015.oak/251531 | - |
dc.description.abstract | H/D exchange at formyl groups is the most direct approach for the synthesis of deuterated aldehydes. Platinum-group metal complexes have been employed to catalyze this transformation, with significant substrate scope limitations. Although N-heterocyclic carbenes can also activate the C- H bond of aldehydes through the formation of Breslow intermediates, benzoin condensation and other C-C-bond-forming pathways have so far outpaced synthetically useful H/D exchange. Investigation of the reaction of aldehydes with 1,2,3-triazolylidenes has revealed the reversible formation of Breslow intermediates and the inhibition of the condensation steps in methanol solvent. 1,2,3-Triazolylidenes catalyze the H/D exchange of aryl, alkenyl, and alkyl aldehydes in high yields and deuterium incorporation levels using deuterated methanol as an affordable D source. The unique properties of these mesoionic carbenes (MICs) enable a streamlined preparation of deuterated synthetic intermediates and pharmaco-phores that are highly valuable as mechanistic and metabolic probes. | - |
dc.language | English | - |
dc.publisher | CELL PRESS | - |
dc.title | Mesoionic Carbene (MIC)-Catalyzed H/D Exchange at Formyl Groups | - |
dc.type | Article | - |
dc.relation.issue | 9 | - |
dc.relation.volume | 5 | - |
dc.relation.index | SCIE | - |
dc.relation.index | SCOPUS | - |
dc.relation.startpage | 2484 | - |
dc.relation.lastpage | 2494 | - |
dc.relation.journaltitle | CHEM | - |
dc.identifier.doi | 10.1016/j.chempr.2019.08.011 | - |
dc.identifier.wosid | WOS:000485810000021 | - |
dc.identifier.scopusid | 2-s2.0-85071891581 | - |
dc.author.google | Liu, Wei | - |
dc.author.google | Zhao, Liang-Liang | - |
dc.author.google | Melaim, Mohand | - |
dc.author.google | Cao, Lei | - |
dc.author.google | Xu, Xingyu | - |
dc.author.google | Bouffard, Jean | - |
dc.author.google | Bertrand, Guy | - |
dc.author.google | Yan, Xiaoyu | - |
dc.contributor.scopusid | Jean Bouffard(8892273200) | - |
dc.date.modifydate | 20230208104219 | - |