Substituent-controlled construction of A₄B₂-hexaphyrins and A₃B-porphyrins: a mechanistic evaluation

• Seda Cinar,
• Dilek Isik Tasgin and
• Canan Unaleroglu

Beilstein J. Org. Chem. 2023, 19, 1832–1840, doi:10.3762/bjoc.19.135

• building blocks in the fields of near-infrared (NIR) dyes [5], nonlinear optical (NLO) materials [2], and photosensitizers in photodynamic therapy [1], however, their synthesis is still a challenge for chemists. Hexaphyrins are one of the most investigated structures among expanded porphyrins owing to

A new approach to silicon rhodamines by Suzuki–Miyaura coupling – scope and limitations

• Thines Kanagasundaram,
• Antje Timmermann,
• Carsten S. Kramer and
• Klaus Kopka

Beilstein J. Org. Chem. 2019, 15, 2569–2576, doi:10.3762/bjoc.15.250

• functionalized with free acid moieties are directly accessible in contrast to previously described methods. Keywords: cross coupling; fluorescent dyes; near-infrared (NIR) dyes; silicon rhodamines; Suzuki–Miyaura coupling; Introduction Silicon rhodamines are versatile fluorescent dyes that found extensive use

Synthesis of a dihalogenated pyridinyl silicon rhodamine for mitochondrial imaging by a halogen dance rearrangement

• Jessica Matthias,
• Thines Kanagasundaram,
• Klaus Kopka and
• Carsten S. Kramer

Beilstein J. Org. Chem. 2019, 15, 2333–2343, doi:10.3762/bjoc.15.226

• ; mitochondrial probe; near-infrared (NIR) dyes; one-pot reaction; silicon rhodamines; Introduction Since their first synthesis by Fu and co-workers in 2008 [1], silicon xanthenes and the subsequently developed silicon rhodamines (SiR) have drawn a lot of attention as attractive fluorescence dyes offering a

• of the ester group in 2’-position, an isopropyl ester derivative; another one might be the effects of the fluorine atoms and the ester group on the HOMO energy level of the benzene moiety. Since our group is interested in PET-active near-infrared (NIR) dyes for bimodal medical imaging (PET/optical

Synthesis of (macro)heterocycles by consecutive/repetitive isocyanide-based multicomponent reactions

• Angélica de Fátima S. Barreto and
• Carlos Kleber Z. Andrade

Beilstein J. Org. Chem. 2019, 15, 906–930, doi:10.3762/bjoc.15.88

• -MiB. Functional macrocycles have been developed with dye-modified and photoswitchable moieties by MiBs [43]. The approach employed the use of bifunctionalized near-infrared (NIR) dyes containing two carboxylic acid moieties with diisocyanide building blocks providing the formation of somewhat flexible