Literature DB >> 29393530

Synthesis and Applications of Stenhouse Salts and Derivatives.

Rafael F A Gomes1, Jaime A S Coelho1, Carlos A M Afonso1.   

Abstract

In recent years, Stenhouse salts have attracted much attention as intermediates for the synthesis of cyclopenten-2-enones. This Minireview aims to present an overview of the methods for preparation, further transformation and applications of Stenhouse and Stenhouse-like salts. In this context, the Piancatelli rearrangement and its variants, and the recently reported donor-acceptor Stenhouse salts (DASA) will be addressed. The photophysical properties of DASA and its applications in colorimetric detection of amines, functionalization of polymers for detection of heat and nerve agents, photolithography and orthogonal photoswitching systems are discussed.
© 2018 Wiley-VCH Verlag GmbH & Co. KGaA, Weinheim.

Entities:  

Keywords:  asymmetric catalysis; carbocycles; fluorescent probes; molecular devices; photochromism

Year:  2018        PMID: 29393530     DOI: 10.1002/chem.201705851

Source DB:  PubMed          Journal:  Chemistry        ISSN: 0947-6539            Impact factor:   5.236


  6 in total

Review 1.  Molecular photoswitches in aqueous environments.

Authors:  Jana Volarić; Wiktor Szymanski; Nadja A Simeth; Ben L Feringa
Journal:  Chem Soc Rev       Date:  2021-11-15       Impact factor: 54.564

2.  Recent Advances in the Development of Catalytic Methods that Construct Medium-ring Lactams, Partially Saturated Benzazepines and their Derivatives.

Authors:  Wrickban Mazumdar; Tom G Driver
Journal:  Synthesis (Stuttg)       Date:  2021       Impact factor: 3.157

3.  Solvent Effects on the Actinic Step of Donor-Acceptor Stenhouse Adduct Photoswitching.

Authors:  Michael M Lerch; Mariangela Di Donato; Adèle D Laurent; Miroslav Medved'; Alessandro Iagatti; Laura Bussotti; Andrea Lapini; Wybren Jan Buma; Paolo Foggi; Wiktor Szymański; Ben L Feringa
Journal:  Angew Chem Int Ed Engl       Date:  2018-05-30       Impact factor: 15.336

4.  Enantioselective PCCP Brønsted acid-catalyzed aza-Piancatelli rearrangement.

Authors:  Gabrielle R Hammersley; Meghan F Nichol; Helena C Steffens; Jose M Delgado; Gesine K Veits; Javier Read de Alaniz
Journal:  Beilstein J Org Chem       Date:  2019-07-12       Impact factor: 2.883

5.  The curious case of a sterically crowded Stenhouse salt.

Authors:  Valentin Théry; Florian Molton; Selim Sirach; Neven Tillet; Jacques Pécaut; Eder Tomás-Mendivil; David Martin
Journal:  Chem Sci       Date:  2022-07-27       Impact factor: 9.969

6.  Functionalized Cyclopentenones and an Oxime Ether as Antimicrobial Agents.

Authors:  Rafael F A Gomes; Vera M S Isca; Késsia Andrade; Patrícia Rijo; Carlos A M Afonso
Journal:  ChemMedChem       Date:  2021-07-02       Impact factor: 3.466

  6 in total

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