@article{13383,
  abstract     = {Two novel donor–acceptor Stenhouse adducts (DASAs) featuring the catechol moiety were synthesized and characterized. Both compounds bind strongly to the surfaces of magnetite nanoparticles. An adrenaline-derived DASA renders the particles insoluble in all common solvents, likely because of poor solvation of the zwitterionic isomer generated on the nanoparticle surfaces. Well-soluble nanoparticles were successfully obtained using dopamine-derived DASA equipped with a long alkyl chain. Upon its attachment to nanoparticles, this DASA undergoes an irreversible decoloration reaction owing to the formation of the zwitterionic form. The reaction follows first-order kinetics and proceeds more rapidly on large nanoparticles. Interestingly, decoloration can be suppressed in the presence of free DASA molecules in solution or at high nanoparticle concentrations.},
  author       = {Ahrens, Johannes and Bian, Tong and Vexler, Tom and Klajn, Rafal},
  issn         = {2367-0932},
  journal      = {ChemPhotoChem},
  keywords     = {Organic Chemistry, Physical and Theoretical Chemistry, Analytical Chemistry},
  number       = {5},
  pages        = {230--236},
  publisher    = {Wiley},
  title        = {{Irreversible bleaching of donor-acceptor stenhouse adducts on the surfaces of magnetite nanoparticles}},
  doi          = {10.1002/cptc.201700009},
  volume       = {1},
  year         = {2017},
}