18592-86-4Relevant articles and documents
Rethinking Uncaging: A New Antiaromatic Photocage Driven by a Gain of Resonance Energy
Hermanns, Volker,Scheurer, Maximilian,Kersten, Nils Frederik,Abdellaoui, Chahinez,Wachtveitl, Josef,Dreuw, Andreas,Heckel, Alexander
, p. 14121 - 14127 (2021)
Photoactivatable compounds for example photoswitches or photolabile protecting groups (PPGs, photocages) for spatiotemporal light control, play a crucial role in different areas of research. For each application, parameters such as the absorption spectrum, solubility in the respective media and/or photochemical quantum yields for several competing processes need to be optimized. The design of new photochemical tools therefore remains an important task. In this study, we exploited the concept of excited-state-aromaticity, first described by N. Colin Baird in 1971, to investigate a new class of photocages, based on cyclic, ground-state-antiaromatic systems. Several thio- and nitrogen-functionalized compounds were synthesized, photochemically characterized and further optimized, supported by quantum chemical calculations. After choosing the optimal scaffold, which shows an excellent uncaging quantum yield of 28 %, we achieved a bathochromic shift of over 100 nm, resulting in a robust, well accessible, visible light absorbing, compact new photocage with a clean photoreaction and a high quantum product (??Φ) of 893 M?1 cm?1 at 405 nm.
Optoelectronic and thermal properties of highly fluorescence emissive 2,2′-distyryl-[3,3′]-bithiophenes
Cheng, Fengkai,Yin, Yan,Zhang, Guozhen,Wang, Yuan,Deng, Wei,Wu, Fanhong
, p. 222 - 228 (2017)
Five newly designed organic small molecules (DSBTs, 1–5) with 3,3′-bithienyl unit had been successfully synthesized with 3-bromothiophene as the starting material. In both UV–vis absorption and fluorescence emission investigation, compound 3 with nitro-substitution exhibited the largest bathochromic shift and narrowest optical bandgap among 1–5. Further photophysical studies showed that 3 had obvious solvatochromism and aggregation-induced emission (AIE) property. The electrochemical properties and thermal stabilities studies demonstrated that 3 had high electron affinity and good thermal stability, which in combination with favorable optical properties indicated the prospect of 3 as a promising material in optoelectronic devices. Finally, theoretical calculations on structures, frontier molecular orbitals, UV–vis spectra and electronic transitions gave a good acknowledge of the relationship between optoelectronic properties and molecular structures.
Synthesis and Crystal Structure of a Tubular Sexithiophene
Marsella, Michael J.,Yoon, Kunsang,Tham, Fook S.
, p. 2129 - 2131 (2007/10/03)
(matrix presented) The synthesis of a rigid, tubular sexithiophene is reported. Close intermolecular Cl...-Cl interactions play a significant role in defining the crystal structure.
