10.1039/b714731g
The research focuses on the development of new strong organic acceptors through the [2 + 2] cycloaddition of tetracyanoethene (TCNE) and 7,7,8,8-tetracyanoquinodimethane (TCNQ) to donor-substituted cyanoalkynes, followed by retro-electrocyclisation. The purpose of this study was to synthesize potent organic acceptors that could rival the electron uptake propensity of benchmark compounds TCNE and TCNQ, which are highly demanded in the fabrication of optical light-emitting diodes (OLEDs) and solar cells. The researchers successfully prepared donor-substituted 1,1,2,4,4-pentacyanobuta-1,3-dienes (PCBDs) and a cyclohexa-2,5-diene-1,4-diylidene-expanded derivative, which exhibited intense bathochromically-shifted intramolecular charge-transfer bands and underwent their first one-electron reductions at potentials similar to those reported for TCNE and TCNQ. The study concluded that these new push-pull chromophores not only matched the electron-accepting power of TCNE and TCNQ but also showed promise for optoelectronic applications.
10.1080/15421400902950170
This research aimed to synthesize and characterize a novel Y-type polyester containing 1-(2,4-dioxyethoxy)phenyl-2-{5-(1,2,2-tricyanovinyl)-2-thiophenyl)}ethenyl groups as nonlinear optical (NLO) chromophores. The purpose was to develop a polymer that combines the advantages of both main-chain and side-chain NLO polymers, such as stable dipole alignment and good solubility, for potential applications in electro-optic devices. The key chemicals used included monomer 5, terephthaloyl chloride, and tetracyanoethylene. The resulting polymer, designated as polymer 7, exhibited thermal stability up to 300°C with a glass transition temperature (Tg) of around 134°C. Its second harmonic generation (SHG) coefficient was measured at 6.74 × 10?? esu, and it demonstrated high thermal stability of dipole alignment, with no significant SHG decay observed below 135°C. The study concluded that this new type of NLO polyester has potential for use in NLO device applications due to its enhanced thermal stability and solubility.
10.1515/znb-2009-0715
The research focuses on the one-step synthesis of 4-arylaminoisoquinazoline-2-carbonitriles, a class of heterocyclic compounds with significant pharmacological importance. The study aims to improve the yield of products obtained from the reaction of 2-aminobenzonitrile and various aniline derivatives, and to synthesize 4-arylaminoisoquinazoline-2-carbonitrile derivatives that could not be obtained by conventional methods. The reactants used include 2-aminoarylbenzimidamides and tetracyanoethylene (TCNE), with the synthesis carried out in ethyl acetate at room temperature for 4 to 6 hours. The synthesized compounds were characterized using various spectroscopic methods such as IR and NMR spectroscopy, and the structure of one of the benzimidamide compounds was confirmed by single crystal X-ray diffraction. The experiments resulted in moderate to good yields of the target compounds, demonstrating a simple and efficient method for synthesizing these heterocyclic compounds.
10.1021/om050483l
The research focuses on the synthesis, characterization, and electrochemical properties of various ferrocenylethynyl complexes containing iron (Fe), ruthenium (Ru), and osmium (Os). The study explores the attachment of ferrocenylethynyl and ferrocene-1,1′-bis(ethynyl) groups to metal centers such as M(PP)Cp′, where M represents Fe, Ru, or Os, and PP denotes different phosphine ligands. The researchers synthesized these complexes using various chemical reactions, including the use of tetracyanoethene (tcne) to form tetracyanobuta-1,3-dienyl or η3-allylic derivatives, and the addition of Me+ to create vinylidene derivatives. The molecular structures of 14 of these complexes were determined by crystallographic methods. The study investigates the electronic communication between the redox-active metal centers through the ferrocene nucleus and provides insights into the electrochemical behavior of these complexes. Key chemicals involved in the research include ferrocene derivatives, ruthenium and osmium compounds, phosphine ligands such as dppe (1,2-bis(diphenylphosphino)ethane), and tetracyanoethene.