The boron-containing π-conjugated systems, including tri(9-anthryl)borane (1) and tris[(10-dimesitylboryl)-9-anthryl]borane (2), have been investigated as a new type of fluoride chemosensor. Upon complexation 1 with ion, significant color change from orange to colorless was observed and, in the UV−visible absorption spectra, characteristic band at 470 nm disappeared bands around 360−400 assignable π−π* transitions anthryl moieties were observed. This can be rationalized result interruption...

Luminescent mechanochromism has been intensively studied in the past few years. However, difference anisotropic grinding and isotropic compression is not clearly distinguished many cases, spite of importance this discrimination for application such mechanochromic materials. We now report distinct luminescent responses a new organic fluorophore, tetrathiazolylthiophene, to these stresses. The multichromism achieved over entire visible region using single fluorophore. different mechanisms blue...

Abstract Boron is a unique element in terms of electron deficiency and Lewis acidity. Incorporation boron atoms into an aromatic carbon framework offers wide variety functionality. However, the intrinsic instability organoboron compounds against moisture oxygen has delayed development. Here, we present boron-doped graphene nanoribbons (B-GNRs) widths N =7, 14 21 by on-surface chemical reactions with employed precursor. The location dopant well defined centre B-GNR, corresponding to 4.8...

ADVERTISEMENT RETURN TO ISSUEPREVCommunicationNEXTSilole Derivatives as Efficient Electron Transporting MaterialsKohei Tamao, Manabu Uchida, Takenori Izumizawa, Kenji Furukawa, and Shigehiro YamaguchiView Author Information Institute for Chemical Research Kyoto University, Uji, 611, Japan Yokohama Center Chisso Corporation, Kanazawa-ku 236, Cite this: J. Am. Chem. Soc. 1996, 118, 47, 11974–11975Publication Date (Web):November 27, 1996Publication History Received13 August 1996Published...

A series of dibenzoborole derivatives with various groups such as (N,N-diphenylamino)phenyl, thienyl, and bithienyl at the 3,7-positions have been synthesized their photophysical properties studied. These new π-electron systems show significant solvatochromism in fluorescence spectra. Thus, about 100−140 nm blue shifts emission maxima 20−30-fold increments quantum yields are observed upon changing solvent from THF to DMF. Similar changes addition n-Bu4NF solutions, demonstrating sensing...

Abstract For the molecular design of new π-electron materials, incorporation main group elements into π-conjugated frameworks is a powerful approach to modifying nature parent systems. In particular, 13 boron interest, since element has several characteristic features, such as an effective orbital interaction with through vacant p-orbital (i.e., p π -π* conjugation), high Lewis acidity, and trigonal planar geometry. By exploiting these features atom, we have designed synthesized types...

Perturbation in the energy-transfer pathway and of π conjugation between chromophores a triarylborane–porphyrin conjugate on coordination fluoride ion to boron center is assumed account for observation three emission bands (at 356, 670, 692 nm). The system also displays colorimetric (purple green, see picture, red bluish emission) response ions.

Seeing the light: Tuning electron-donating ability of π-conjugated framework bithiophene has resulted in intense solid-state emissions with maxima ranging over a wide visible region (see picture). Even deep-red fluorescence large Stokes shift close to 200 nm, arising from intramolecular charge-transfer (CT) transition twisted π boron center, can be obtained.

Ladder pi-conjugated compounds, which have fully ring-fused polycyclic skeletons, are an important class of materials possessing significant potentials for application in organic electronics. The incorporation main-group elements, such as B, Si, P, S, and Se, into the ladder skeletons bridging moieties is a powerful strategy to endow unusual electronic structures well suitable molecular arrangements solid state, giving rise attractive photophysical properties. Recent efforts produced number...

Triphenylborane and 9,10-diphenyl-9,10-dihydro-9,10-diboraanthracene, constrained to a planar arrangement with methylene tethers, were synthesized by intramolecular multi-fold Friedel-Crafts cyclization. These compounds stable toward air, water, amines, despite the absence of steric protection in vertical direction respect B atoms, showed characteristic structural, electronic, photophysical properties. In addition, upon treatment fluoride ion, these underwent plane-to-bowl conversion...

We studied the UV-vis absorption and fluorescence in solution/solid states of [n]cycloparaphenylene ([n]CPP: n = 9, 12, 14, 15, 16), conducted theoretical studies to better understand experimental results. The representative findings include (i) most intense maxima (λ(abs1)) display remarkably close values (338-339 nm), (ii) longest-wavelength (λ(abs2)) are blue-shifted with increasing ring size (395 → 365 (iii) emission (λ(em)) (494 438 nm for maxima), (iv) fluorescent quantum yields (Φ(F))...

Abstract Boron, a group 13 element, has several characteristic structural and electronic features: 1) trivalent boron compounds usually adopt trigonal planar geometry; 2) due to the presence of vacant p-orbital, effective orbital interaction with π-conjugated is possible; 3) p-orbital furthermore responsible for high Lewis acidity; 4) boryl acts as π-electron-accepting particularly in excited state. The consequent exploitation these features molecular design enables us produce sophisticated...

BBC news: Two boron atoms have been incorporated into a carbon nanosheet by bottom-up synthesis to give "B-doped nanographene" (see picture) with defined structure. The experimental and theoretical analyses revealed the important role of two in producing its characteristic properties, such as broad absorption bands covering visible region reversible redox processes. Detailed facts importance specialist readers are published "Supporting Information". Such documents peer-reviewed, but not...

We disclose a new planarized triarylborane in which the tri-coordinated boron atom is embedded fully fused polycyclic π-conjugated skeleton. The compound shows high stability toward oxygen, water, and silica gel, despite absence of steric protection around B atom. Reflecting electron-donating character π-skeleton electron-accepting atom, this broad absorption bands that cover entire visible region fluorescence visible/near-IR region. In addition, dramatic property changes upon formation...

We have designed and synthesized a π-conjugated system that consists of flexible nonplanar π joint two emissive rigid planar wings. This molecular exhibits respectively red, green, blue (RGB) emission from single-component luminophore in different environments, namely polymer matrix, solution, crystals. The unit gives rise to dynamic conformational change the excited state V-shaped structure structure, leading dual fluorescence green colors. moieties favor formation two-fold π-stacked array...

Significance Stimulated emission depletion (STED) microscopy is one of the most appealing tools to visualize nanoscale cellular structures and dynamics in living cells. However, its practical utility significantly limited by rapid photobleaching fluorescent dyes under ultrastrong laser. In this context, superphotostable probes, which enable repeated recording STED images, are crucial chemical extend application live-cell imaging. Herein, we report a developed probe, MitoPB Yellow, has...

Abstract Electron‐donating aryl groups were attached to electron‐accepting benzophosphole skeletons. Among several derivatives thus prepared, one oxide was particularly interesting, as it retained high fluorescence quantum yields even in polar and protic solvents. This phosphole‐based compound exhibited a drastic color change of its spectrum function the solvent polarity, while absorption spectra remained virtually unchanged. Capitalizing on these features, this used stain adipocytes, which...

Synthesis, properties, and application of new σ- π-electron systems consisting the silole rings are described. A series 2,5- 1,1-difunctionalized siloles have been prepared based on intramolecular reductive cyclization diethynylsilanes. Starting from these functionalized siloles, oligo(2,5-silole)s oligo(1,1-silole)s synthesized as model compounds for poly(2,5-silole)s poly(1,1-silole)s, respectively, which still veiled target molecules in this field. Some silole-containing π-conjugated...

Stacking the deck: Incorporation of boryl groups into thienylthiazole system fixes π-conjugated framework in a planar fashion by intramolecular B–N coordination. The dimer boryl-substituted forms unique packing structure with offset face-to-face π stacking (see picture; B orange, N blue, S yellow, C turquoise) and films it show high electron mobility. Supporting information for this article is available on WWW under http://www.wiley-vch.de/contents/jc_2002/2006/z504391_s.pdf or from author....

We disclosed a series of pi-conjugated systems containing 2,5-bis(dimesitylboryl)-1,4-phenylene as the core unit and electron-donating amino groups at terminal positions. The extension ppi-pi* conjugation in diborylphenylene moiety along short axis framework well incorporation two bulky dimesitylboryl para-positions makes this act unique pi-electron-accepting unit. As consequence, these behave like donor-acceptor-donor quadrupolar pi-electron show large solvatochromism fluorescence spectra....

Abstract Various types of main group element-containing π-electron systems have been synthesized using silole, dibenzoborole, or bis-silicon-bridged stilbene as the key building units. In these systems, orbital interaction between element moiety and π-conjugated framework, such pπ–π* σ*–π* conjugation, plays a crucial role in determining their characteristic electronic structures makes them promising materials for applications organic electronics optoelectronics.

Abstract The purpose of this work is the theoretical elucidation origin unusually long UV-vis absorption maximum, λmax = 398 nm, 3,3′,4,4′-tetraphenyl-2,2′-bisilole, which we have observed recently. Several semiempirical and ab initio calculations been performed for some model compounds, silole 2,2′-bisilole, in comparison with their carbon analogs, cyclopentadiene 1,1′-bi-1,3-cyclopentadiene, respectively. PM3 indicate that ring has a considerably low-lying LUMO, arising from σ*–π*...

ADVERTISEMENT RETURN TO ISSUEPREVCommunicationNEXTTri-9-anthrylborane and Its Derivatives: New Boron-Containing π-Electron Systems with Divergently Extended π-Conjugation through BoronShigehiro Yamaguchi, Seiji Akiyama, Kohei TamaoView Author Information Institute for Chemical Research, Kyoto University Uji, 611-0011, Japan Cite this: J. Am. Chem. Soc. 2000, 122, 26, 6335–6336Publication Date (Web):June 16, 2000Publication History Received30 December 1999Published online16 June 2000Published...

A rung up: polar and rigid stilbene with phosphonium borate bridging moieties was synthesized by the spontaneous cyclization of a boryl- phosphanyl-substituted diphenylacetylene (see picture). Various extended ladder π-conjugated molecules can be in this manner. The zwitterionic moiety significantly modulates electronic structure, thus leading to attractive fluorescence redox properties.