@phdthesis{Ricker2023,
  author    = {Ricker, Robert},
  title     = {Synthesis, group 10 metal-catalyzed cyclization reactions and hydroboration of polyynes},
  doi       = {10.25972/OPUS-28680},
  url       = {http://nbn-resolving.de/urn:nbn:de:bvb:20-opus-286801},
  school      = {Universit{\"a}t W{\"u}rzburg},
  year      = {2023},
  abstract  = {Bisdiynes undergo Pd(0)-catalyzed cyclization, forming azulene and naphthalene products. When dibenzylideneacetone is present in the reaction, it undergoes a [2+2+2] cyclization with the bisdiyne, forming cyclohexadiene derivatives. Ni(0) catalyzes the [2+2+2] cycloaddition of diynes with tolanes towards alkynylated o-terphenyl derivatives. The D-A substituted products are solvatochromic, fluorescent dyes with high quantum yields and short lifetimes. Bis-triarylborane tetrayne dyes were synthesized in both neutral and tetracationic forms, as potential DNA/RNA sensor. Both molecules are weakly fluorescent in solution and exhibit characteristic alkyne absorptions in the Raman spectra. Tributyl phosphine catalyzes the trans-hydroboration of 1,3-butadiynes with HBpin. We confirmed experimentally via NMR and HRMS experiments, that phosphine attack on the diyne is a key step in the catalytic cycle.},
  subject      = {Polyine},
  language  = {en}
}