A novel ortho/ bay annulation reaction of perylene bisimide (PBI) has been explored in a single step synthetic procedure using perylene bisimide 1 and 1,8-Diazabicyclo[5.4.0]undec-7-ene (DBU) in the absence of any metal catalyst. The single crystal solid-state X-ray diffraction structure showed a distorted framework of DBU-fused PBI 2. Compound 2 exhibited intense near-infrared absorption up to 950 nm. Reversible protonation and deprotonation accompany drastic changes in the photophysical characteristics. Further, the reaction of perylene biscarboxyanhydride with DBU offered a caprolactam ring-substituted perylene bisimide 3.
Diverse applications of rylenediimides
are attributed to the accessibility
of simple methodologies to obtain versatile halogenated precursors.
Terrylene diimides are important molecular platforms to achieve materials
with NIR absorption and emission. In this work, we present a simple
synthesis for the hitherto unknown di- and tribromo-TDIs. Regioisomerically
pure dibromo TDIs, including an elusive 1,14-derivative, could be
successfully isolated and structurally characterized along with tribromo-TDI.
The utility of these bromo derivatives has also been demonstrated
with a redox anchoring.
A small molecule, perylene bisimide imidazolyl derivative (PBI-ID), has been identified and developed as a specific marker for labelling multifunctional fat bodies in various organisms, including Drosophila and mammalian adipocytes. Interestingly, PBI-ID neither labels the plasma membranes nor cell nuclei by trapping into it. A remarkable feature of unbound PBI-ID is diminished fluorescence, which reduces the background emission noise, while contrasting the bound state effectively.
Three new symmetrically para‐phenylethynylene‐substituted terrylene diimide derivatives namely, TDI‐Ph, TDI‐PhCN and TDI‐PhNMe2 were synthesized to study the electronic effects on the structure and properties. The solid‐state single‐crystal structures for TDI‐Ph and TDI‐PhCN as well as for the precursor TDI‐Br4 are presented. The X‐ray diffraction studies revealed twisting in the bay‐area of terrylene core, which improved the solubility as well, despite of having some of the shortest intermolecular Br···Br and C‐H···O interactions in TDI‐Br4. All the compounds exhibited near infra‐red absorption and emission except for TDI‐PhNMe2; especially TDI‐PhNMe2 showed interesting broad absorption ranging from 300 to 970 nm. Further, the effects of electron‐donating and accepting unit on electrochemical and optical properties have been investigated.
The 'power house' of the cell mitochondria upsurges significant interest in its investigation of imaging and mapping of the physiological processes. By utilizing sterol-modified rhodamine, we have performed live-cell imaging...
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