Sterically Directed Functionalization of the Redox-Active Bis(imino)acenaphthene Ligand Class: An Experimental and Theoretical Investigation.
The synthesis, characterization, and theoretical study of the sterically directed functionalization of the redox-active bis(imino)acenaphthene (BIAN) ligand class has been explored. With dependence on the steric congestion encompassing the N-C-C-N fragment of the Ar-BIAN ligand, functionalization ca...
| Publicado en: | Journal of the American Chemical Society Vol. 135; no. 37; pp. 13939 - 13947 |
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| Autores principales: | , , |
| Formato: | Artículo |
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American Chemical Society
9/18/2013
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| Acceso en línea: | Ver este registro en EBSCOhost |
| fields | @attributes: recordID: 1 pdfLink: plink: https://search.ebscohost.com/login.aspx?direct=true&db=hlh&AN=90544285&site=ehost-live header: @attributes: shortDbName: hlh uiTerm: 90544285 longDbName: Humanities International Complete uiTag: AN controlInfo: bkinfo: jinfo: jid: 00027863 ACS jtl: Journal of the American Chemical Society issn: 00027863 maglogo: N pubinfo: dt: 9/18/2013 vid: 135 iid: 37 pid: 997 pub: American Chemical Society artinfo: ui: 90544285 10.1021/ja407070y ppf: 13939 ppct: 8 formats: tig: atl: Sterically Directed Functionalization of the Redox-Active Bis(imino)acenaphthene Ligand Class: An Experimental and Theoretical Investigation. aug: au: Evans, Daniel A. Vargas-Baca, Ignacio Cowley, Alan H. affil: Department of Chemistry and Biochemistry, University of Texas at Austin, Austin, Texas 78712, United States Department of Chemistry and Chemical Biology, McMaster University, Hamilton, Ontario, Canada L8S 4M1 su: Chemical reactions Optical diffraction Hydrocarbons Molecular structure of ligands Coordination compounds Ligand exchange reactions sug: subj: Chemical reactions Optical diffraction Hydrocarbons Molecular structure of ligands Coordination compounds Ligand exchange reactions ab: The synthesis, characterization, and theoretical study of the sterically directed functionalization of the redox-active bis(imino)acenaphthene (BIAN) ligand class has been explored. With dependence on the steric congestion encompassing the N-C-C-N fragment of the Ar-BIAN ligand, functionalization can be directed to proceed either via a radical backbone dearomatization or a nucleophilic imine C-alkylation pathway. The structures of the Ar-BIAN derivatives 14-19 were determined by means of single-crystal X-ray diffraction. The reaction pathways involved in Ar-BIAN functionalization were monitored by means of EPR spectroscopy. The experimental results and observations were examined in conjunction with DFT-D calculations in order to explain the driving forces that direct the pathways leading to Ar-BIAN functionalization. pubtype: Academic Journal doctype: Article src: R language: English refInfo: copyright: @attributes: flag: Y dt: @attributes: year: 2013 holdings: @attributes: islocal: N |
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