15996-74-4Relevant articles and documents
An Organic Host–Guest System Producing Room-Temperature Phosphorescence at the Parts-Per-Billion Level
Chen, Biao,Huang, Wenhuan,Liao, Fan,Miao, Hui,Nie, Xiancheng,Zhang, Guoqing,Zhang, Xuepeng
, p. 16970 - 16973 (2021)
Manipulation of long-lived triplet excitons in organic molecules is key to applications including next-generation optoelectronics, background-free bioimaging, information encryption, and photodynamic therapy. However, for organic room-temperature phosphorescence (RTP), which stems from triplet excitons, it is still difficult to simultaneously achieve efficiency and lifetime enhancement on account of weak spin–orbit coupling and rapid nonradiative transitions, especially in the red and near-infrared region. Herein, we report that a series of fluorescent naphthalimides—which did not originally show observable phosphorescence in solution, as aggregates, in polymer films, or in any other tested host material, including heavy-atom matrices at cryogenic temperatures—can now efficiently produce ultralong RTP (?=0.17, τ=243 ms) in phthalimide hosts. Notably, red RTP (λRTP=628 nm) is realized at a molar ratio of less than 10 parts per billion, demonstrating an unprecedentedly low guest-to-host ratio where efficient RTP can take place in molecular solids.
Nickel-Catalyzed Reversible Functional Group Metathesis between Aryl Nitriles and Aryl Thioethers
Delcaillau, Tristan,Boehm, Philip,Morandi, Bill
supporting information, p. 3723 - 3728 (2021/04/07)
We describe a new functional group metathesis between aryl nitriles and aryl thioethers. The catalytic system nickel/dcype is essential to achieve this fully reversible transformation in good to excellent yields. Furthermore, the cyanide- and thiol-free reaction shows high functional group tolerance and great efficiency for the late-stage derivatization of commercial molecules. Finally, synthetic applications demonstrate its versatility and utility in multistep synthesis.
Unmasking Amides: Ruthenium-Catalyzed Protodecarbonylation of N-Substituted Phthalimide Derivatives
Yuan, Yu-Chao,Kamaraj, Raghu,Bruneau, Christian,Labasque, Thierry,Roisnel, Thierry,Gramage-Doria, Rafael
supporting information, p. 6404 - 6407 (2017/12/08)
The unprecedented transformation of a wide range of synthetically appealing phthalimides into amides in a single-step operation has been achieved in high yields and short reaction times using a ruthenium catalyst. Mechanistic studies revealed a unique, homogeneous pathway involving five-membered ring opening and CO2 release with water being the source of protons.
