79780-61-3Relevant academic research and scientific papers
Multi PCET in symmetrically substituted benzimidazoles
Elliott, MacKenna,Groy, Thomas L.,Hammes-Schiffer, Sharon,Moore, Ana L.,Moore, Thomas A.,Odella, Emmanuel,Secor, Maxim
, p. 12667 - 12675 (2021/10/19)
Proton-coupled electron transfer (PCET) reactions depend on the hydrogen-bond connectivity between sites of proton donors and acceptors. The 2-(2′-hydroxyphenyl) benzimidazole (BIP) based systems, which mimic the natural TyrZ-His190 pair of Photosystem II
Photodriven Multi-electron Storage in Disubstituted RuII Dppz Analogues
Aslan, Joseph M.,Boston, David J.,MacDonnell, Frederick M.
, p. 17314 - 17323 (2016/01/26)
Four derivatives of the laminate acceptor ligand dipyrido-[3,2-a:2′,3′-c]phenazine (dppz) and their corresponding ruthenium complexes, [Ru(phen)2(dppzX2)]2+, were prepared and characterized by NMR spectroscopy, ESI-MS, and elemental analysis. The new ligands, generically denoted dppzX2, were symmetrically disubstituted on the distal benzene ring to give 10,13-dibromodppz (dppz-p-Br), 11,12-dibromodppz (dppz-o-Br), 10,13-dicyanodppz (dppz-p-CN), 11,12-dicyanodppz (dppz-o-CN). Solvated ground state MO calculations of the ruthenium complexes reveal that these electron-withdrawing substituents not only lower the LUMO of the dppz ligand (dppz(CN)22dppz), but that the para disubstitution results in a lower LUMO than the ortho disubstitution (dppz-p-CN(dppz-o-CN), and dppz-p-Brdppz-o-Br). The validity of the calculations was confirmed experimentally using cyclic voltammetry. Of the complexes evaluated in this study, only the dicyanodppz complexes showed multiple dppz-based reductions prior to reduction of the phen ligands. The capacity to form singly and doubly reduced dppz-based anions at modest reduction potentials was confirmed using a combination of spectroelectrochemical and chemical titration methods. When subjected to photolysis with visible light in the presence of a sacrificial donor, such as triethylamine, both cyano complexes showed multi-electron reduction. The other complexes only show a single reduction.
Solution-processable n-type semiconductors based on unsymmetrical naphthalene imides: Synthesis, characterization, and applications in field-effect transistors
Shao, Jinjun,Chang, Jingjing,Chi, Chunyan
supporting information, p. 253 - 260 (2014/01/06)
A series of unsymmetrical naphthalene imide derivatives (1-5) with high electron affinity was synthesized and used in n-channel organic field-effect transistors (OFETs). They have very good solubility in common organic solvents and good thermal stability up to 320 °C. Their photophysical, electrochemical, and thermal properties were investigated in detail. They showed low-lying LUMO energy levels from -3.90 to -4.15 eV owing to a strong electron-withdrawing character. Solution-processed thin-film OFETs based on 1-4 were measured in both N2 and air. They all showed n-type FET behavior. The liquid-crystalline compounds 1 a, 1 b, and 3 showed good performance owing to the self-healing properties of the film in the liquid-crystal phase. Compound 3 has an electron mobility of up to 0.016 cm 2 V-1 s-1 and current on/off ratios of 10 4-105.Copyright
