Characterization of the lithium-ion arrangement between two carbon sheets may ultimately aid in design battery electrodes.

Computational methods for calculating molecular geometries have not been well calibrated heretofore against X-ray data bowl-shaped polycyclic aromatic hydrocarbons (PAHs). The analysis presented here capitalizes on a rare opportunity provided by corannulene to account explicitly distortions from crystal packing forces. Within the error limits of an extensive set, B3LYP/6-31G* calculations were found correctly reproduce all experimental bond distances and angles. reliability shortcomings...

Syntheses and X-ray crystal structures are reported for all seven members of the indenocorannulene family, comprising indenocorannulene, both isomers diindenocorannulene, triindenocorannulene, tetraindenocorannulene, pentaindenocorannulene. With each additional indenoannulation, pyramidalization trigonal carbon atoms at hub corannulene increases. Five indenocorannulenes contain that actually more pyramidalized than C60. This work demonstrates, first time, extended π-systems with curvatures...

Abstract Of the five possible indenofluorene regioisomers, examples of a fully conjugated indeno[1,2‐ ]fluorene scaffold have so far remained elusive. This work reports preparation and characterization 7,12‐dimesitylindeno[1,2‐ as highly reactive species. Experimental computational data support notion molecule with pronounced diradical character that exists in triplet ground state. As such, both NICS ACID calculations suggest is weakly Baird aromatic. Reduction unstable red solid Cs metal...

This study explores a bottom-up approach toward negatively curved carbon allotropes from octabenzo[8]circulene, nanographene. Stepwise chemical reduction reactions of octabenzo[8]circulene with alkali metals lead to unique highly reduced hydrocarbon pentaanion, which is revealed by X-ray crystallography suggesting local view for the and metal intercalation processes allotropes. Polymerization tetrabromo derivative nickel-mediated Yamamoto coupling reaction results in new type porous...

Abstract π-Conjugated macrocycles behave differently from analogous linear chains because their electronic wavefunctions resemble a quantum particle on ring, leading to aromaticity or anti-aromaticity. [18]Annulene, (CH) 18 , is the archetypal non-benzenoid aromatic hydrocarbon. Molecules with circuits of 4 n + 2 π electrons, such as [18]annulene ( = 4), are aromatic, enhanced stability and diatropic ring currents (magnetic shielding inside ring), whereas those dianion [18]annulene, expected...

This work highlights the progress made in coordination chemistry of transition-metal centers to open geodesic polyaromatic hydrocarbons that map onto surface C60, family compounds known as buckybowls or ‘fullerene fragments’. In particular, an overview our recent gas-phase studies several bowl-shaped polyarenes toward dinuclear metal complex, [Rh2(O2CCF3)4], is given. Selected include corannulene (C20H10) and two its derivatives, namely dibenzo[a,g]corannulene (C28H14)...

Bowl-shaped mono- and dianions are prepared by reduction of corannulene (C(20)H(10), 1) with sodium potassium metals in the presence [18]crown-6 ether. Single-crystal X-ray diffraction studies two salts, [Na(THF)(2)([18]crown-6)](+)[1(-)] (2a) [Na([18]crown-6)](+)[1(-)] (2b), reveal naked monoanions 1(-) both cases. In contrast, adduct, [K([18]crown-6)](+)[1(-)] (3), shows an η(2)-binding K(+) ion to convex face 1(-). For first time, have been isolated as salts sodium,...

The ion size matters: structures of corannulene monoanions crystallized with Cs+ and Rb+ ions in the presence [18]crown-6 reveal intrinsic binding preferences alkali metals allow evaluation bowl deformation caused by negative charge distribution metal binding. large cesium cation coordinates exclusively to concave face C20H10−, whereas smaller rubidium exhibits convex Detailed facts importance specialist readers are published as ”Supporting Information”. Such documents peer-reviewed, but not...

Lots of potential: a trifluoromethylated corannulene, C(5)-C(20)H(5)(CF(3))(5), has been prepared and characterized spectroscopically by X-ray crystallography. The structure exhibits highly ordered bowl stacking that is unusual for corannulenes with acyclic substituents. first reduction C(5)-C(20)H(5)(CF(3))(5) anodically shifted 0.95 V, making it the strongest corannulene-based electron acceptor to date.

The need for advanced energy storage technologies demands the development of new functional materials. Novel carbon-rich and carbon-based materials different structural topologies attract significant attention in this regard. Attractive systems include a unique class bowl-shaped polycyclic aromatic hydrocarbons that map onto fullerene surfaces are thus often referred to as fragments, buckybowls, or π-bowls. Importantly, carbon bowls able acquire multiple electrons stepwise reduction...

Bringing together two C30 hemispheres by coordinating their concave faces to a monometal template or metal cluster represents the first step in an appealing strategy for controlled synthesis of endohedral fullerene complexes laboratory methods. A crystalline transition complex this structural type (see picture; Rh blue, O red, C gray; H, F omitted) has now been prepared from hemibuckminsterfullerene C30H12 and [Rh2(O2CCF3)4].

Solid state crystal structures are discussed and compared for all seven members of the indenocorannulene family that have been recently synthesized by iterative microwave-assisted intramolecular arylations characterized single X-ray diffraction. These bowl-shaped polyaromatic hydrocarbons include monoindenocorannulene (C26H12), two isomers each diindenocorannulene (C32H14) triindenocorannulene (C38H16), tetraindenocorannulene (C44H18), pentaindenocorannulene (C50H20), with molecules mapping...

The first members of a new class supramolecular organometallic compounds with mixed-alkali-metal cluster cores, LiK5 and Li3 K3 , sandwiched between two four-fold reduced corannulene decks are prepared fully characterized. triple-decker anions, [(C20 H10 (4-) )(LiK5 )(6+) (C20 )](2-) )(Li3 illustrate record ability bowl-shaped highly charged to provide all its sites, five benzene rings fused central five-membered ring, for binding six alkali-metal ions. previously unseen engagement the...

Den Gürtel enger schnallen: Die strukturelle Charakterisierung des mehrfach geladenen Fragments einer „Sessel“-Nanoröhre, das durch Reduktion neutralen Moleküls mit Kalium gebildet wurde, offenbart eine bemerkenswerte elliptische Stauchung Kohlenstoffrings (siehe Bild). entstandenen Tetraanionen bilden ein supramolekulares Aggregat Kaliumkationen, solvatisierte Gastmoleküle aufnehmen kann.

At sixes and sevens: The reaction of corannulene with 35 equivalents 1,4-C4F8I2 is an efficient a relatively selective process that yields two main products in which six H atoms are substituted three C4F8 moieties form six- seven-membered rings. Low-temperature photoelectron spectroscopy showed the electron affinity major isomer (shown) exceeds C60 (2.74±0.02 2.689±0.008 eV, respectively). As service to our authors readers, this journal provides supporting information supplied by authors....

The reduced and oxidized states of an open-shell diindeno[b,i]anthracene (DIAn) derivative have been investigated by experimental theoretical techniques. As a result moderate biradical character the ability cyclopenta-fused scaffolds to stabilize both positive negative charges, DIAn exhibits rich redox chemistry with four observable isolable charged states. Structural electronic properties system are brought light UV-vis-NIR Raman spectroelectrochemical measurements. Aromatization...

The first crystallographic characterization of [6]cycloparaphenylene in the solvent-free environment and upon chemical reduction reveals unique solid-state structures neutral negatively charged [6]CPP.

The controlled reaction of Na and Cs, two alkali metals different ionic sizes binding abilities, with sumanene (C21 H12 ) affords a novel type organometallic sandwich [Cs(C21 H11- )2 ]- , which crystallized as solvent-separated ion pair [Na(18-crown-6)(THF)2 ]+ cation (where THF=tetrahydrofuran). unprecedented double concave encapsulation metal by bowl-shaped sumanenyl anions in was revealed crystallographically. Evaluation bonding energetics the remarkable product accomplished...

Chemical reduction of OBO-fused double[5]helicene with Group 1 metals (Na and K) has been investigated for the first time. Two doubly-reduced products have isolated structurally characterized by single-crystal X-ray diffraction, revealing a solvent-separated ion triplet (SSIT) Na