65237-17-4Relevant articles and documents
Preparation of substituted triphenylenesvianickel-mediated Yamamoto coupling
LeDrew, Joshua,Maly, Kenneth E.,Schroeder, Zachary W.,Selmani, Vanessa M.
, p. 39564 - 39569 (2021/12/24)
Substituted triphenylenes show promise as organic semiconductors because of their ability to form columnar liquid crystalline phases featuring extended π-stacked arrays. While there are several methods for preparing triphenylenes, including oxidative cyclization reactions such as the Scholl reaction, as well as transition metal-catalyzed aryne cyclotrimerization, these methods are not effective for electron deficient triphenylenes. Here we demonstrate that the nickel-mediated Yamamoto coupling ofo-dibromoarenes is a concise and efficient way to prepare substituted triphenylenes, including electron-deficient systems that are otherwise challenging to prepare. We also demonstrate the application of this approach to prepare electron deficient discotic mesogens composed of triphenylenes bearing imide and thioimide groups.
Design and synthesis of water-soluble and potent mmp-13 inhibitors with activity in human osteosarcoma cells
Zapico, Jose Maria,Acosta, Lourdes,Pastor, Miryam,Rangasamy, Loganathan,Marquez-Cantudo, Laura,Coderch, Claire,Ortin, Irene,Nicolau-Sanus, Maria,Puchades-Carrasco, Leonor,Pineda-Lucena, Antonio,Majali-Martinez, Alejandro,Ramos, Pilar,de Pascual-Teresa, Beatriz,Ramos, Ana
, (2021/09/18)
Osteoarthritis is a degenerative disease, often resulting in chronic joint pain and commonly affecting elderly people. Current treatments with anti-inflammatory drugs are palliative, making the discovery of new treatments necessary. The inhibition of matrix metalloproteinase MMP-13 is a validated strategy to prevent the progression of this common joint disorder. We recently described polybrominated benzotriazole derivatives with nanomolar inhibitory activity and a promising selectivity profile against this collagenase. In this work, we have extended the study in order to explore the influence of bromine atoms and the nature of the S1′ heterocyclic interacting moiety on the solubility/selectivity balance of this type of compound. Drug target interactions have been assessed through a combination of molecular modeling studies and NMR experiments. Compound 9a has been identified as a water-soluble and highly potent inhibitor with activity in MG-63 human osteosarcoma cells.
Subphthalocyanine Triimides: Solution Processable Bowl-Shaped Acceptors for Bulk Heterojunction Solar Cells
Huang, Xiaoshuai,Hu, Ming,Zhao, Xiaohong,Li, Chao,Yuan, Zhongyi,Liu, Xia,Cai, Chunsheng,Zhang, Youdi,Hu, Yu,Chen, Yiwang
, p. 3382 - 3386 (2019/05/10)
Ten subphthalocyanine triimides (SubPcTI) with different substituents at imide sites and B atoms were designed and synthesized. These compounds with low-lying lowest unoccupied molecular orbital energy levels (from -3.91 to -3.98 eV), strong absorption in