Literature DB >> 29026898

Controlling azobenzene photoswitching through combined ortho-fluorination and -amination.

Z Ahmed1, A Siiskonen, M Virkki, A Priimagi.   

Abstract

We present a series of visible-light-absorbing azobenzene photoswitches with cis-lifetimes ranging from one second to three days. We combine ortho-fluorination to control the cis-lifetimes, and ortho-amination to boost the visible-light absorption. The synthesis is accomplished by selectively replacing one or more ortho-fluorines with amines in the ortho-fluoroazobenzene precursors.

Entities:  

Year:  2017        PMID： 29026898     DOI： 10.1039/c7cc07308a

Source DB:  PubMed          Journal:  Chem Commun (Camb)        ISSN： 1359-7345            Impact factor:   6.222


  8 in total

1.  Towards low-energy-light-driven bistable photoswitches: ortho-fluoroaminoazobenzenes.

Authors:  Kim Kuntze; Jani Viljakka; Evgenii Titov; Zafar Ahmed; Elina Kalenius; Peter Saalfrank; Arri Priimagi
Journal:  Photochem Photobiol Sci       Date:  2021-12-10       Impact factor: 3.982

2.  New tricks and emerging applications from contemporary azobenzene research.

Authors:  Chiara Fedele; Tero-Petri Ruoko; Kim Kuntze; Matti Virkki; Arri Priimagi
Journal:  Photochem Photobiol Sci       Date:  2022-07-27       Impact factor: 4.328

3.  Synthesis, Structure, Thermal Behavior and cis/trans Isomerization of 2,2'-(EMe₃)₂ (E = C, Si, Ge, Sn) Substituted Azobenzenes.

Authors:  Jonas Hoffmann; Thomas Josef Kuczmera; Enno Lork; Anne Staubitz
Journal:  Molecules       Date:  2019-01-15       Impact factor: 4.411

4.  A Photoswitchable Agonist for the Histamine H3 Receptor, a Prototypic Family A G-Protein-Coupled Receptor.

Authors:  Niels J Hauwert; Tamara A M Mocking; Daniel Da Costa Pereira; Ken Lion; Yara Huppelschoten; Henry F Vischer; Iwan J P De Esch; Maikel Wijtmans; Rob Leurs
Journal:  Angew Chem Int Ed Engl       Date:  2019-02-27       Impact factor: 15.336

5.  A combinatorial approach to improving the performance of azoarene photoswitches.

Authors:  Joaquin Calbo; Aditya R Thawani; Rosina S L Gibson; Andrew J P White; Matthew J Fuchter
Journal:  Beilstein J Org Chem       Date:  2019-11-14       Impact factor: 2.883

6.  Azobenzene Photoswitching with Near-Infrared Light Mediated by Molecular Oxygen.

Authors:  Kim Kuntze; Jussi Isokuortti; Antti Siiskonen; Nikita Durandin; Timo Laaksonen; Arri Priimagi
Journal:  J Phys Chem B       Date:  2021-11-04       Impact factor: 2.991

7.  Optical control of the β2-adrenergic receptor with opto-prop-2: A cis-active azobenzene analog of propranolol.

Authors:  Reggie Bosma; Nicola C Dijon; Yang Zheng; Hannes Schihada; Niels J Hauwert; Shuang Shi; Marta Arimont; Rick Riemens; Hans Custers; Andrea van de Stolpe; Henry F Vischer; Maikel Wijtmans; Nicholas D Holliday; Diederik W D Kuster; Rob Leurs
Journal:  iScience       Date:  2022-08-05

8.  Synthesis and Characterization of a Bidirectional Photoswitchable Antagonist Toolbox for Real-Time GPCR Photopharmacology.

Authors:  Niels J Hauwert; Tamara A M Mocking; Daniel Da Costa Pereira; Albert J Kooistra; Lisa M Wijnen; Gerda C M Vreeker; Eléonore W E Verweij; Albertus H De Boer; Martine J Smit; Chris De Graaf; Henry F Vischer; Iwan J P de Esch; Maikel Wijtmans; Rob Leurs
Journal:  J Am Chem Soc       Date:  2018-03-14       Impact factor: 15.419
  8 in total

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