Hydantoin-based molecular photoswitches

  1. Martínez-López, D. 1
  2. Yu, M.-L. 3
  3. García-Iriepa, C. 1
  4. Campos, P.J. 1
  5. Frutos, L.M. 2
  6. Golen, J.A. 3
  7. Rasapalli, S. 3
  8. Sampedro, D. 1
  1. 1 Universidad de La Rioja
    info

    Universidad de La Rioja

    Logroño, España

    ROR https://ror.org/0553yr311

  2. 2 Universidad de Alcalá
    info

    Universidad de Alcalá

    Alcalá de Henares, España

    ROR https://ror.org/04pmn0e78

  3. 3 University of Massachusetts Dartmouth
    info

    University of Massachusetts Dartmouth

    New Bedford, Estados Unidos

    ROR https://ror.org/00fzmm222

Show affiliations +
Journal:
Journal of Organic Chemistry

ISSN: 0022-3263

Year of publication: 2015

Volume: 80

Issue: 8

Pages: 3929-3939

Type: Article

DOI: 10.1021/ACS.JOC.5B00244 SCOPUS: 2-s2.0-84928139929 WoS: WOS:000353315000022 GOOGLE SCHOLAR

More publications in: Journal of Organic Chemistry

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Metrics

Cited by

  • Scopus Cited by: 28 (06-06-2023)
  • Web of Science Cited by: 34 (20-05-2023)
  • Dimensions Cited by: 30 (30-03-2023)

JCR (Journal Impact Factor)

  • Year 2015
  • Journal Impact Factor: 4.785
  • Journal Impact Factor without self cites: 4.283
  • Article influence score: 1.051
  • Best Quartile: Q1
  • Area: CHEMISTRY, ORGANIC Quartile: Q1 Rank in area: 7/59 (Ranking edition: SCIE)

SCImago Journal Rank

  • Year 2015
  • SJR Journal Impact: 1.997
  • Best Quartile: Q1
  • Area: Organic Chemistry Quartile: Q1 Rank in area: 15/189

Scopus CiteScore

  • Year 2015
  • CiteScore of the Journal : 8.1
  • Area: Organic Chemistry Percentile: 93
  • Area: Medicine (all) Percentile: 88

Dimensions

(Data updated as of 30-03-2023)
  • Total citations: 30
  • Recent citations: 11
  • Relative Citation Ratio (RCR): 0.96
  • Field Citation Ratio (FCR): 4.98

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Abstract

A new family of molecular photoswitches based on arylidenehydantoins is described together with their synthesis and photochemical and photophysical studies. A series of hydantoin derivatives have been prepared as single isomers using simple and versatile chemistry in good yields. Our studies show that the photostationary states of these compounds can be easily controlled by means of external factors, such as the light source or filters. Moreover, the detailed investigations proved that these switches are efficient (i.e., they make efficient use of the light energy, are high fatigue resistant, and are very photostable). In some cases, the switches can be completely turned on/off, a desirable feature for specific applications. A series of theoretical calculations have also been carried out to understand the photoisomerization mechanism at the molecular level. © 2015 American Chemical Society.