---
_id: '13383'
abstract:
- lang: eng
  text: 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.
article_processing_charge: No
article_type: original
author:
- first_name: Johannes
  full_name: Ahrens, Johannes
  last_name: Ahrens
- first_name: Tong
  full_name: Bian, Tong
  last_name: Bian
- first_name: Tom
  full_name: Vexler, Tom
  last_name: Vexler
- first_name: Rafal
  full_name: Klajn, Rafal
  id: 8e84690e-1e48-11ed-a02b-a1e6fb8bb53b
  last_name: Klajn
citation:
  ama: Ahrens J, Bian T, Vexler T, Klajn R. Irreversible bleaching of donor-acceptor
    stenhouse adducts on the surfaces of magnetite nanoparticles. <i>ChemPhotoChem</i>.
    2017;1(5):230-236. doi:<a href="https://doi.org/10.1002/cptc.201700009">10.1002/cptc.201700009</a>
  apa: Ahrens, J., Bian, T., Vexler, T., &#38; Klajn, R. (2017). Irreversible bleaching
    of donor-acceptor stenhouse adducts on the surfaces of magnetite nanoparticles.
    <i>ChemPhotoChem</i>. Wiley. <a href="https://doi.org/10.1002/cptc.201700009">https://doi.org/10.1002/cptc.201700009</a>
  chicago: Ahrens, Johannes, Tong Bian, Tom Vexler, and Rafal Klajn. “Irreversible
    Bleaching of Donor-Acceptor Stenhouse Adducts on the Surfaces of Magnetite Nanoparticles.”
    <i>ChemPhotoChem</i>. Wiley, 2017. <a href="https://doi.org/10.1002/cptc.201700009">https://doi.org/10.1002/cptc.201700009</a>.
  ieee: J. Ahrens, T. Bian, T. Vexler, and R. Klajn, “Irreversible bleaching of donor-acceptor
    stenhouse adducts on the surfaces of magnetite nanoparticles,” <i>ChemPhotoChem</i>,
    vol. 1, no. 5. Wiley, pp. 230–236, 2017.
  ista: Ahrens J, Bian T, Vexler T, Klajn R. 2017. Irreversible bleaching of donor-acceptor
    stenhouse adducts on the surfaces of magnetite nanoparticles. ChemPhotoChem. 1(5),
    230–236.
  mla: Ahrens, Johannes, et al. “Irreversible Bleaching of Donor-Acceptor Stenhouse
    Adducts on the Surfaces of Magnetite Nanoparticles.” <i>ChemPhotoChem</i>, vol.
    1, no. 5, Wiley, 2017, pp. 230–36, doi:<a href="https://doi.org/10.1002/cptc.201700009">10.1002/cptc.201700009</a>.
  short: J. Ahrens, T. Bian, T. Vexler, R. Klajn, ChemPhotoChem 1 (2017) 230–236.
date_created: 2023-08-01T09:41:43Z
date_published: 2017-05-01T00:00:00Z
date_updated: 2024-10-14T12:15:59Z
day: '01'
doi: 10.1002/cptc.201700009
extern: '1'
fulldoi: https://doi.org/10.1002/cptc.201700009
intvolume: '         1'
issue: '5'
keyword:
- Organic Chemistry
- Physical and Theoretical Chemistry
- Analytical Chemistry
language:
- iso: eng
month: '05'
oa_version: None
page: 230-236
publication: ChemPhotoChem
publication_identifier:
  eissn:
  - 2367-0932
publication_status: published
publisher: Wiley
quality_controlled: '1'
scopus_import: '1'
status: public
title: Irreversible bleaching of donor-acceptor stenhouse adducts on the surfaces
  of magnetite nanoparticles
type: journal_article
user_id: 2DF688A6-F248-11E8-B48F-1D18A9856A87
volume: 1
year: '2017'
...