title: Arenophile-Mediated Dearomative Reduction.
abstract: A dearomative reduction of simple arenes has been developed which employs a visible-light-mediated cycloaddition of arenes with an N-N-arenophile and in situ diimide reduction. Subsequent cycloreversion or fragmentation of the arenophile moiety affords 1,3-cyclohexadienes or 1,4-diaminocyclohex-2-enes, compounds that are not synthetically accessible using existing dearomatization reactions. Importantly, this strategy also provides numerous opportunities for further derivatization as well as site-selective functionalization of polynuclear arenes.
authors.affiliation: Roger Adams Laboratory, Department of Chemistry, University of Illinois, Illinois, 61801, USA.
authors.forename: Mikiko
authors.initials: M
authors.lastname: Okumura
authors.affiliation: Roger Adams Laboratory, Department of Chemistry, University of Illinois, Illinois, 61801, USA.
authors.forename: Stephanie M
authors.initials: SM
authors.lastname: Nakamata Huynh
authors.affiliation: Roger Adams Laboratory, Department of Chemistry, University of Illinois, Illinois, 61801, USA.
authors.forename: Jola
authors.initials: J
authors.lastname: Pospech
authors.affiliation: Roger Adams Laboratory, Department of Chemistry, University of Illinois, Illinois, 61801, USA.
authors.forename: David
authors.identifier: 0000-0002-8736-8953
authors.initials: D
authors.lastname: Sarlah
keywords: arenes; arenophiles; dearomatization; functionalization; photochemistry