3,6-Dibromo­naphthalene-2,7-diyl bis­(trifluoro­methane­sulfonate)

The naphthalene fused ring of the title compound, C12H4Br2F6O6S2, is slightly buckled (r.m.s. deviation = 0.036 Å) along the common C—C bond and the benzene rings are twisted by 3.2 (3)°. The two trifluoro­methyl­sulfonyl groups lie on opposite sides of the fused-ring system. The crystal structure features short inter­molecular F⋯F contacts [2.715 (4) and 2.832 (4) Å]

Preparation of sponge cakes without eggs : substitution of Tukuneimo (Dioscrea Batatas Decne)

We prepared sponge cakes without eggs for egg-allergic patients. We prepared sponge cakes as authentically as possible by substituting Tukuneimo (Dioscrea Batatas Decne) for eggs. Baking powder (BP) was suitable as a leavening agent. The use of foam stabilizers (Taiyo Chemistry Co. : SP) resulted in a 50% reduction in the amount of Tukuneimo needed. The coloring of sponge cakes looked more authentic by adding vitamin B2. Adding cocoa or green tea powder masked the smell peculiar to Tukuneimo

Self-assembly and charge transport properties of a benzobisthiazole end-capped with dihexylthienothiophene units

The synthesis of a new conjugated material is reported; BDHTT–BBT features a central electron-deficient benzobisthiazole capped with two 3,6-dihexyl-thieno[3,2-b]thiophenes. Cyclic voltammetry was used to determine the HOMO (−5.7 eV) and LUMO (−2.9 eV) levels. The solid-state properties of the compound were investigated by X-ray diffraction on single-crystal and thin-film samples. OFETs were constructed with vacuum deposited films of BDHTT–BBT. The films displayed phase transitions over a range of temperatures and the morphology of the films affected the charge transport properties of the films. The maximum hole mobility observed from bottom-contact, top-gate devices was 3 × 10−3 cm2 V−1 s−1, with an on/off ratio of 104–105 and a threshold voltage of −42 V. The morphological and self-assembly characteristics versus electronic properties are discussed for future improvement of OFET devices

A Practical, One-Pot Synthesis of Highly Substituted Thiophenes and Benzo[b]thiophenes from Bromoenynes and o-Alkynylbromobenzenes

An efficient synthesis of thiophenes and benzo[b]thiophenes has been developed from easily available bromoenynes and o-alkynylbromobenzene derivatives. This novel one-pot procedure involves a Pd-catalyzed C–S bond formation using a hydrogen sulfide surrogate followed by a heterocyclization reaction. Moreover, in situ functionalization with selected electrophiles further expands the potential of this methodology to the preparation of the corresponding highly substituted sulfur heterocycles.Junta de Castilla y Leon (BU021A09 and GR-172) and Ministerio de Ciencia e Innovacion (MICINN) and FEDER (CTQ2010-15358 and CTQ2009-09949/BQU) for financial support. P.G.-G. and M.A.F.-R. thank MICINN for "Juan de la Cierva" and "Ramon y Cajal" contractsJunta de Castilla y Leon (BU021A09 and GR-172) and Ministerio de Ciencia e Innovacion (MICINN) and FEDER (CTQ2010-15358 and CTQ2009-09949/BQU) for financial support. P.G.-G. and M.A.F.-R. thank MICINN for "Juan de la Cierva" and "Ramon y Cajal" contractsThis document is the Accepted Manuscript version of a Published Work that appeared in final form in Organic Letters, copyright © American Chemical Society after peer review and technical editing by the publisher

Naphtho[2,3-<i>b</i>:6,7-<i>b</i>′]dichalcogenophenes: Syntheses, Characterizations, and Chalcogene Atom Effects on Organic Field-Effect Transistor and Organic Photovoltaic Devices

New linear-shaped naphtho­[2,3-<i>b</i>:6,7-<i>b</i>′]-difurans (NDFs) and -selenophenes (NDSs) were synthesized selectively from 3,7-dibromo-2,6-dihydroxynaphthalene and evaluated as organic semiconductors in comparison to corresponding naphtho­[2,3-<i>b</i>:6,7-<i>b</i>′]­dithiophenes (NDTs). Evaluation of the electronic structures of the parent compounds by means of electrochemical and optical measurements clearly indicated that NDT and NDS are quite similar to each other, whereas only NDF has a marked different electronic structure. Thin film devices, including organic field-effect transistors (OFETs) and bilayer photovoltaics (OPVs) with C₆₀ or C₇₀ as an acceptor layer, were fabricated with the diphenyl derivatives using vacuum deposition. The thin films were found to be nicely crystalline with the edge-on molecular orientation both on Si/SiO₂ (for OFETs) and ITO substrates (for OPVs). The thin films acted as active semiconducting layer in OFETs with mobility higher than 0.1 cm² V^–1 s^–1 and as a donor layer in OPVs with power conversion efficiencies of up to 2.0%, indicating that the present naphthodichalcogenophenes are potential core structures for the development of new organic semiconductors

Dithiophene-Fused Tetra­cyano­naphtho­quino­dimethanes (DT-TNAPs): Synthesis and Characterization of π‑Extended Quinoidal Compounds for n‑Channel Organic Semiconductor

Dithiophene-fused tetra­cyano­naphtho­quino­dimethanes (DTTNAPs) were synthesized and evaluated as n-channel organic semiconductors. DTTNAPs, regardless of isomeric structures and substituents, have low-lying LUMO energy levels (∼4.6 eV below the vacuum level), suitable for stable n-channel field-effect transistors (FETs) under ambient conditions. In fact, α-DTTNAP derivatives afforded solution-processed FETs showing an electron mobility of 10^–3 cm² V^–1 s^–1, indicating that DTTNAPs are a potential molecular framework for n-channel organic semiconductors

Dithiophene-Fused Tetra­cyano­naphtho­quino­dimethanes (DT-TNAPs): Synthesis and Characterization of π‑Extended Quinoidal Compounds for n‑Channel Organic Semiconductor

Dithiophene-fused tetra­cyano­naphtho­quino­dimethanes (DTTNAPs) were synthesized and evaluated as n-channel organic semiconductors. DTTNAPs, regardless of isomeric structures and substituents, have low-lying LUMO energy levels (∼4.6 eV below the vacuum level), suitable for stable n-channel field-effect transistors (FETs) under ambient conditions. In fact, α-DTTNAP derivatives afforded solution-processed FETs showing an electron mobility of 10^–3 cm² V^–1 s^–1, indicating that DTTNAPs are a potential molecular framework for n-channel organic semiconductors