@article{SchnitzleinZhuShoyamaetal.2022,
  author    = {Schnitzlein, Matthias and Zhu, Chongwei and Shoyama, Kazutaka and W{\"u}rthner, Frank},
  title     = {π-Extended Pleiadienes by [5+2] Annulation of 1-Boraphenalenes and ortho-Dihaloarenes},
  series = {Chemistry - A European Journal},
  volume    = {28},
  journal   = {Chemistry - A European Journal},
  number    = {61},
  doi       = {10.1002/chem.202202053},
  url       = {http://nbn-resolving.de/urn:nbn:de:bvb:20-opus-293919},
  year      = {2022},
  abstract  = {Palladium-catalyzed [5+2] annulation of 1-boraphenalenes with ortho-dihaloarenes afforded negatively curved π-extended pleiadienes. Two benzo[1,2-i:4,5-i']dipleiadienes (BDPs) featuring a seven-six-seven-membered ring arrangement were synthesized and investigated. Their crystal structure revealed a unique packing arrangement and theoretical calculations were employed to shed light onto the dynamic behavior of the BDP moiety and its aromaticity. Further, a naphthalene-fused pleiadiene was stitched together by oxidative cyclodehydrogenation to yield an additional five-membered ring. This formal azulene moiety led to distinct changes in optical and redox properties and increased perturbation of the aromatic system.},
  language  = {en}
}
@article{SchnitzleinMuetzelShoyamaetal.2022,
  author    = {Schnitzlein, Matthias and M{\"u}tzel, Carina and Shoyama, Kazutaka and Farrell, Jeffrey M. and W{\"u}rthner, Frank},
  title     = {PAHs Containing both Heptagon and Pentagon: Corannulene Extension by [5+2] Annulation},
  series = {European Journal of Organic Chemistry},
  volume    = {2022},
  journal   = {European Journal of Organic Chemistry},
  number    = {5},
  doi       = {10.1002/ejoc.202101273},
  url       = {http://nbn-resolving.de/urn:nbn:de:bvb:20-opus-262627},
  year      = {2022},
  abstract  = {Utilizing Pd-catalyzed [5+2] annulation a series of heptagon-extended corannulenes could be synthesized from a borinic acid precursor furnished by C-H borylation strategy. Single-crystal X-ray analysis revealed the presence of two conformational enantiomers crystallizing in a racemic mixture. Through their embedded five- and seven-membered rings these polycyclic aromatic hydrocarbons (PAHs) exhibit both negative and positive curvature and UV/Vis/NIR absorption spectroscopy as well as cyclic voltammetry experiments provided insights into the influence of larger flanking aromatic systems and electron-donating substituents encompassing the heptagonal ring. Through [5+2] annulation of acenaphthylene an azulene-containing PAH with intriguing optoelectronical properties including a very small bandgap and absorption over the whole visible spectrum could be obtained. Theoretical calculations were employed to elucidate the long-wavelength absorption and aromaticity.},
  language  = {en}
}