Synthesis of photo- and ionochromic N-acylated 2-(aminomethylene)benzo[b]thiophene-3(2Н)-ones with a terminal phenanthroline group

• Vladimir P. Rybalkin,
• Sofiya Yu. Zmeeva,
• Lidiya L. Popova,
• Irina V. Dubonosova,
• Olga Yu. Karlutova,
• Oleg P. Demidov,
• Alexander D. Dubonosov and
• Vladimir A. Bren

Beilstein J. Org. Chem. 2024, 20, 552–560, doi:10.3762/bjoc.20.47

• inverse photochromism), such as merocyanine forms of spiropyrans and spirooxazines, azomethine imines, thioindigoid dyes and N→O acylotropic systems [12][13][14][15]. Recently, they have been actively used to create next-generation molecular switches, materials with new properties (in particular, color

Cation-induced ring-opening and oxidation reaction of photoreluctant spirooxazine–quinolizinium conjugates

• Phil M. Pithan,
• Sören Steup and
• Heiko Ihmels

Beilstein J. Org. Chem. 2020, 16, 904–916, doi:10.3762/bjoc.16.82

• -accepting styrylquinolizinium or styrylcoralyne unit, respectively, were synthesized, and the influence of such an arylvinyl substituent on the chemical and photochemical properties of the compounds was investigated. Specifically, these spirooxazines turned out to be resistant towards the photoinduced

• +. Keywords: oxazole; oxidation; quinolizinium; spirooxazines; styryl dyes; Introduction Spiropyrans and spirooxazines are exemplary photochromic compounds that have gained great attention in the last decades because they allow to reversibly alter and control the physical and chemical properties of

• 0.93 (s, 3’-Me) that are again significantly shifted upfield in comparison to the ones of 4a. It has already been shown that spirooxazines may react in certain cases to oxazole derivatives. However, depending on the employed conditions, different mechanisms for the formation of these oxidation products

Design, synthesis and investigation of water-soluble hemi-indigo photoswitches for bioapplications

• Daria V. Berdnikova

Beilstein J. Org. Chem. 2019, 15, 2822–2829, doi:10.3762/bjoc.15.275

• beyond 3000 years have been achieved [14]. Unlike most of the widely applied photochromes (spiropyrans, spirooxazines, chromenes, dithienylethenes, etc.), both forms of hemi-indigo absorb in the visible light region. Therefore, photochemical switching does not require the use of the UV light, which is of