title: Synthesis of an isotopically labeled naphthalene derivative that supports a long-lived nuclear singlet state.
abstract: The synthesis of an octa-alkoxy substituted isotopically labeled naphthalene derivative, shown to have excellent properties in singlet NMR experiments, is described. This highly substituted naphthalene system, which incorporates an adjacent (13)C spin pair, is readily accessed from a commercially available (13)C2-labeled building block via sequential thermal alkynyl- and arylcyclobutenone rearrangements. The synthetic route incorporates a simple desymmetrization approach leading to a small difference in the chemical shifts of the (13)C spin pair, a design constraint crucial for accessing nuclear singlet order.
authors.affiliation: Department of Chemistry, University of Southampton, Highfield, Southampton SO17 1BJ, U.K.
authors.forename: Joseph T
authors.initials: JT
authors.lastname: Hill-Cousins
authors.affiliation: Department of Chemistry, University of Southampton, Highfield, Southampton SO17 1BJ, U.K.
authors.forename: Ionut-Alexandru
authors.initials: IA
authors.lastname: Pop
authors.affiliation: Department of Chemistry, University of Southampton, Highfield, Southampton SO17 1BJ, U.K.
authors.forename: Giuseppe
authors.initials: G
authors.lastname: Pileio
authors.affiliation: Department of Chemistry, University of Southampton, Highfield, Southampton SO17 1BJ, U.K.
authors.forename: Gabriele
authors.initials: G
authors.lastname: Stevanato
authors.affiliation: Department of Chemistry, University of Southampton, Highfield, Southampton SO17 1BJ, U.K.
authors.forename: Pär
authors.initials: P
authors.lastname: Håkansson
authors.affiliation: Department of Chemistry, University of Southampton, Highfield, Southampton SO17 1BJ, U.K.
authors.forename: Soumya S
authors.initials: SS
authors.lastname: Roy
authors.affiliation: Department of Chemistry, University of Southampton, Highfield, Southampton SO17 1BJ, U.K.
authors.forename: Malcolm H
authors.initials: MH
authors.lastname: Levitt
authors.affiliation: Department of Chemistry, University of Southampton, Highfield, Southampton SO17 1BJ, U.K.
authors.forename: Lynda J
authors.initials: LJ
authors.lastname: Brown
authors.affiliation: Department of Chemistry, University of Southampton, Highfield, Southampton SO17 1BJ, U.K.
authors.forename: Richard C D
authors.initials: RC
authors.lastname: Brown