16510-49-9Relevant articles and documents
Excited-State Aromatic Interactions in the Aggregation-Induced Emission of Molecular Rotors
Sturala, Jiri,Etherington, Marc K.,Bismillah, Aisha N.,Higginbotham, Heather F.,Trewby, William,Aguilar, Juan A.,Bromley, Elizabeth H. C.,Avestro, Alyssa-Jennifer,Monkman, Andrew P.,McGonigal, Paul R.
, p. 17882 - 17889 (2017)
Small, apolar aromatic groups, such as phenyl rings, are commonly included in the structures of fluorophores to impart hindered intramolecular rotations, leading to desirable solid-state luminescence properties. However, they are not normally considered to take part in through-space interactions that influence the fluorescent output. Here, we report on the photoluminescence properties of a series of phenyl-ring molecular rotors bearing three, five, six, and seven phenyl groups. The fluorescent emissions from two of the rotors are found to originate, not from the localized excited state as one might expect, but from unanticipated through-space aromatic-dimer states. We demonstrate that these relaxed dimer states can form as a result of intra- or intermolecular interactions across a range of environments in solution and solid samples, including conditions that promote aggregation-induced emission. Computational modeling also suggests that the formation of aromatic-dimer excited states may account for the photophysical properties of a previously reported luminogen. These results imply, therefore, that this is a general phenomenon that should be taken into account when designing and interpreting the fluorescent outputs of luminescent probes and optoelectronic devices based on fluorescent molecular rotors.
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Friedrich,Cormier
, p. 450 (1970)
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Silver-Catalyzed [2+1] Cyclopropenation of Alkynes with Unstable Diazoalkanes: N-Nosylhydrazones as Room-Temperature Decomposable Diazo Surrogates
Liu, Zhaohong,Li, Qiangqiang,Liao, Peiqiu,Bi, Xihe
, p. 4756 - 4760 (2017/04/14)
The [2+1] cycloaddition of alkynes with diazo compounds represents one of the most powerful and reliable methods for the construction of cyclopropenes. However, it remains a formidable challenge to accomplish the cyclopropenation of alkynes with non-stabilized diazoalkanes, owing to the fact that such compounds are unstable and prone to detonation. Herein, we report a general silver-catalyzed cyclopropenation reaction of alkynes with unstable diazoalkanes, by for the first time the discovery and application of N-nosylhydrazones as room-temperature decomposiable diazo surrogates. This method allows for the efficient assembly a wide variety of cyclopropene derivatives that are otherwise difficult to access by conventional methods.
Evidence for Rapid Pseudorotation in Triphenylcyclopropenyl Anion
Koeser, Hans Guenter,Renzoni, George E.,Borden, Weston Thatcher
, p. 6359 - 6360 (2007/10/02)
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