title: Quantification of the Electrophilicity of Benzyne and Related Intermediates.
abstract: The determination of reactivity parameters for short-lived intermediates provides an indispensable tool for synthetic design. Despite that electrophilicity parameters have now been established for more than 250 reactive species, the corresponding parameters for benzyne and related intermediates have not been uncovered. We report a study that has allowed for the quantification of benzyne's electrophilicity parameter. Our approach relies on the strategic use of the diffusion-clock method and also provides electrophilicity parameters E for other substituted arynes.
authors.affiliation: Department of Chemistry and Biochemistry, University of California , Los Angeles, California 90095, United States.
authors.forename: Noah F
authors.initials: NF
authors.lastname: Fine Nathel
authors.affiliation: Department of Chemistry and Biochemistry, University of California , Los Angeles, California 90095, United States.
authors.forename: Lucas A
authors.initials: LA
authors.lastname: Morrill
authors.affiliation: Department Chemie, Ludwig-Maximilians-Universität München , Butenandtstraße 5-13 (Haus F), 81377 München, Germany.
authors.forename: Herbert
authors.initials: H
authors.lastname: Mayr
authors.affiliation: Department of Chemistry and Biochemistry, University of California , Los Angeles, California 90095, United States.
authors.forename: Neil K
authors.initials: NK
authors.lastname: Garg
mesh_terms: D001555:Benzene Derivatives / Q000737:chemistry*; D004583:Electrons
chemical_list: D001555:Benzene Derivatives; C524146:benzyne