5069-26-1Relevant articles and documents
Programmed Synthesis of Tetra-Aryl Thiophenes with Stepwise, Ester-Controlled Regioselectivity
Messina, Cynthia,Ottenwaelder, Xavier,Forgione, Pat
supporting information, p. 7348 - 7352 (2021/10/01)
Herein, we report a modular synthetic route to access tetra-arylated thiophene compounds with four different substituents with programmed chemical control provided by an ester activating/directing group. This method enables the functionalization of indivi
Light-Switchable and Self-Healable Polymer Electrolytes Based on Dynamic Diarylethene and Metal-Ion Coordination
Nie, Hui,Schauser, Nicole S.,Self, Jeffrey L.,Tabassum, Tarnuma,Oh, Saejin,Geng, Zhishuai,Jones, Seamus D.,Zayas, Manuel S.,Reynolds, Veronica G.,Chabinyc, Michael L.,Hawker, Craig J.,Han, Songi,Bates, Christopher M.,Segalman, Rachel A.,Read De Alaniz, Javier
supporting information, p. 1562 - 1569 (2021/02/01)
Self-healing polymer electrolytes are reported with light-switchable conductivity based on dynamic N-donor ligand-containing diarylethene (DAE) and multivalent Ni2+ metal-ion coordination. Specifically, a polystyrene polymer grafted with poly(ethylene glycol-r-DAE)acrylate copolymer side chains was effectively cross-linked with nickel(II) bis(trifluoromethanesulfonimide) (Ni(TFSI)2) salts to form a dynamic network capable of self-healing with fast exchange kinetics under mild conditions. Furthermore, as a photoswitching compound, the DAE undergoes a reversible structural and electronic rearrangement that changes the binding strength of the DAE-Ni2+ complex under irradiation. This can be observed in the DAE-containing polymer electrolyte where irradiation with UV light triggers an increase in the resistance of solid films, which can be recovered with subsequent visible light irradiation. The increase in resistance under UV light irradiation indicates a decrease in ion mobility after photoswitching, which is consistent with the stronger binding strength of ring-closed DAE isomers with Ni2+. 1H-15N heteronuclear multiple-bond correlation nuclear magnetic resonance (HMBC NMR) spectroscopy, continuous wave electron paramagnetic resonance (cw EPR) spectroscopy, and density functional theory (DFT) calculations confirm the increase in binding strength between ring-closed DAE with metals. Rheological and in situ ion conductivity measurements show that these polymer electrolytes efficiently heal to recover their mechanical properties and ion conductivity after damage, illustrating potential applications in smart electronics.
Well-Defined Palladium N-Heterocyclic Carbene Complexes: Direct C-H Bond Arylation of Heteroarenes
Kumar, Anuj,Kumar, Manoj,Verma, Akhilesh K.
, p. 13983 - 13996 (2020/11/20)
A series of palladium N-heterocyclic carbene (NHC) complexes of type trans-{(NHC)PdCl2L} (L = C5H5N, 3-ClC5H4N, and PPh3) (3-5) have been developed as efficient precatalysts for direct C-H bond arylation of various heteroarenes. In particular, an in situ generated new NHC ligand derived from {1,3-di-(2,6-diethylphenyl)acenaphtho[1,2-d] imidazolium} chloride (2) is used for the stabilization of the palladium metal center. Among the screened palladium precatalysts (3-5), the most active PEPPSI themed complex (3) was successfully employed toward direct C-H bond arylation of various heteroarenes and aryl bromides. A range of functional groups on aryl bromides as well as on heteroarenes sustained throughout the standard reaction conditions for easy access of various arylated heterocyclic compounds. Significantly, the utility of the protocol was demonstrated by the effective synthesis of a precursor of raloxifene, a selective estrogen receptor modulator.
