Second Generation of Cata-Annulated Azaacene Bisimides: Towards Electron-Accepting Materials.

This work presents the 2 generation of cata-annulated azaacene bisimides with increased electron affinities (up to -4.38 eV) compared to their consaguine conventional azaacenes. These compounds were synthesized via Buchwald-Hartwig coupling followed by oxidation with MnO .

Acceleration Effect of Bowl-Shaped Structure in Aerobic Oxidation Reaction: Synthesis of Homosumanene ortho-Quinone and Azaacene-Fused Homosumanenes.

An oxidation reaction of hydroxyhomosumanene on silica gel providing homosumanene ortho-quinone and its synthetic application for azaacene-fused homosumanenes is described. Hydroxyhomosumanene is photochemically oxidized by air, when it is coated on silica gel; this aerobic oxidation proceeds faster than that of planar analogues. The difference of such reactivity was attributed to the unusual keto-enol tautomerization due to structural difference between planar and curved π-system.

Electron-beam lithography of cinnamate polythiophene films: conductive nanorods for electronic applications.

We report the electron-beam induced crosslinking of cinnamate-substituted polythiophene proceeding excited state [2+2]-cycloaddition. Network formation in thin films is evidenced by infrared spectroscopy and film retention experiments. For the polymer studied herin, the electron-stimulated process appears to be superior to photo (UV)-induced crosslinking as it leads to less degradation.

Cucurbitimines - imine cages with concave walls.

The variety of shape-persistent organic cages by imine bond formation has tremendously enlarged in recent years by using different building blocks (aldehydes and amines) in the condensation reactions. Here, we describe the use of a kinked tetraldehyde to generate pumpkin-shaped cages with concave walls, similar to cucurbiturils.

Triptycene End-Capped Indigo Derivatives - Turning Insoluble Pigments to Soluble Dyes.

The synthesis of a highly soluble triptycene end-capped indigo and its bay annulated derivative is reported. Both compounds have been studied by absorption and emission spectroscopy cyclic voltammetry, as well as theoretical calculations and compared to the parent indigo and bay annulated indigo. Besides a large improvement of solubility in organic solvents by the factor of approx.

Building complex carbon skeletons with ethynyl[2.2]paracyclophanes.

Ethynyl[2.2]paracyclophanes are shown to be useful substrates for the preparation of complex, highly unsaturated carbon frameworks. Thus both the pseudo-geminal- 2 and the pseudo-ortho-diethynylcyclophane 4 can be dimerized by Glaser coupling to the respective dimers 9/10 and 11/12.

Improved Thin-Film Transistor Performance Through a Melt of Poly(para-phenyleneethynylene).

The performance of polymer field-effect transistors (PFETs) based on short rigid rod semiconducting poly(2,5-didodecyloxy-p-phenyleneethynylene) (D-OPPE) is highlighted. The controlled heating and cooling of thin films of D-OPPE allows for a recrystallization from the melt, boosting the performance of D-OPPE-based transistors. The improved film properties induced by controlled annealing lead to a hole field-effect mobility around 0.

Gold-catalyzed synthesis of chroman, dihydrobenzofuran, dihydroindole, and tetrahydroquinoline derivatives.

Different furans containing an ynamide or alkynyl ether moiety in the side chain were prepared. The gold-catalyzed transformation of these compounds delivered dihydroindole, dihydrobenzofuran, chroman, and tetrahydroquinoline derivatives at room temperature through very fast reactions. Furthermore, the stabilizing effect of the heteroatom directly attached to the intermediate arene oxides led to highly selective reactions, even in the case of only mono-substituted furans, which is quite different from previous results obtained with non-heteroatom-substituted alkynes.

Electron-poor 2,3-Dihydro-1,3-Diborolyl Complexes of Iron and Ruthenium: Synthesis, Reactivity, and Crystal and Electronic Structures of an Iron Sandwich Complex.

The addition product of sodium hydride and the 2,3-dihydro-1,3-diborole (CiPr) (BEt) CHMe (3c) reacted with [{(C Me )FeCl} ] to produce the green sandwich complex [(C Me )Fe{n -(CiPr) (BEt) CMe}] (2 c), which formally contains 16 valence electrons (VE). Complex 2c has unexpected structural properties in the solid state: the 1,3-diborolyl ring is extremely folded (41°), and the Fe-C2 distance is short (1.90 Å).