Giant Star‐Shaped Nitrogen‐Doped Nanographenes

Mora‐Fuentes, Juan P.; Riaño, Alberto; Cortizo‐Lacalle, Diego; Saeki, Akinori; Melle‐Franco, Manuel; Mateo‐Alonso, Aurelio

doi:10.1002/anie.201811015

Cited by 41 publications

(35 citation statements)

References 39 publications

(21 reference statements)

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“…A pseudoconductivity value φΣµ = 2.40 x 10 -4 cm 2 V -1 s -1 was estimated for the (Ac-A-Ac)n polymer from the resultant rise and decay profiles of transient conductivities (Figure 4A). These ϕΣμ values are in line with other conducting materials such as nanographenes, [22][23] stacked pseudorotaxanes, [24] peropyrene fibers, [25][26] and conjugated polymers. [27] To provide a picture of the electronic structure of Ac-A-Ac, theoretical calculations were carried out.…”

Section: Herein We Report a New Family Of Supramolecular (supporting

confidence: 87%

Hooking Together Sigmoidal Monomers into Supramolecular Polymers

Carini¹,

Marongiu²,

Strutyński³

et al. 2019

Preprint

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<div><div><div><p>Supramolecular polymers have a lot of potential in the development of new materials because of their inherent recyclability and their self-healing and stimuli-responsive properties. Supramolecular conductive polymers are generally obtained by the assembly of individual disk-like π-conjugated molecules into columnar arrays that provide an optimal channel for electronic transport. We report a new approach to prepare supramolecular polymers by hooking together sigmoidal monomers into 1D arrays of π-stacked anthracene and acridine units, which give rise to micrometer-sized fibrils that show pseudoconductivities in line with other conducting materials. This approach paves the way for the design of new supramolecular polymers constituted by acene derivatives with enhanced excitonic and electronic transporting properties.</p></div></div></div>

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Section: Herein We Report a New Family Of Supramolecular (supporting

confidence: 87%

Hooking Together Sigmoidal Monomers into Supramolecular Polymers

Carini¹,

Marongiu²,

Strutyński³

et al. 2019

Preprint

Self Cite

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“…TBTQ QPP 16 has two degenerated HOMOs ( E HOMO = −6.10 eV) which are comparable in energy to the HOMO and the two HOMO−1’s of the three‐blades TBTQ‐TQPP 9 ( E HOMO = −6.07 eV, E HOMO−1 = −6.07 eV). The twofold degeneration is typical for molecules of C 3 symmetry [8, 26, 34c, 36] . The atom orbital coefficients of these orbitals of 16 show no contributions delocalized at the TBTQ core.…”

Section: Resultsmentioning

confidence: 93%

“…While there are examples for triptycene‐based PFPs, [19, 25] planar, star shaped PFPs [26] or phenylene bridged PFP dimers, [27] no TBTQ based analogue has been realized so far.…”

Section: Introductionmentioning

confidence: 99%

Synthesis and Optoelectronic Properties of a Quinoxalino‐Phenanthrophenazine (QPP) Extended Tribenzotriquinacene (TBTQ)

Ueberricke

Benke

Kirschbaum

et al. 2020

Chemistry A European J

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“…These systems are, however, easily accessible via condensation reactions as recently demonstrated by Mateo-Alonso et al, synthesizing giant, star-shaped N-doped nanographenes. 55…”

Section: Reviewmentioning

confidence: 99%

Starphenes and Phenes: Structures and Properties

et al. 2019

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Acenes have been known for a long time but their larger congeners, starphenes and phenes, have only been recently accessible as processable and characterizable derivatives. In this personalized review, we delineate the synthetic approach developed by our group over the last four years. Nickel-mediated Yamamoto coupling of ortho-dibromoacenes generates cyclotrimers. If performed in a shotgun approach, i.e. with substituted 2,3-dibromotetracene or -pentacene in the presence of ortho-dibromobenzene or ortho-dibromoveratrole, trimeric phenes and tetramers would result. Cyclotrimers formed by a pentacenylene and two phenylenes are formally dibenzo[a,c]hexacenes. A direct way to obtain these species is to employ Stille coupling of a dimethylstannafluorene with 2,3-dibromoacenes. If tetrabromoanthracenes or tetrabromopentacenes are fed into this process, tetrabenzopentacene and tetrabenzoheptacenes are easily accessible. Optical and quantum-chemical characterizations provide insight into the electronic situation and aromaticity of these species.

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Giant Star‐Shaped Nitrogen‐Doped Nanographenes

Cited by 41 publications

References 39 publications

Hooking Together Sigmoidal Monomers into Supramolecular Polymers

Hooking Together Sigmoidal Monomers into Supramolecular Polymers

Synthesis and Optoelectronic Properties of a Quinoxalino‐Phenanthrophenazine (QPP) Extended Tribenzotriquinacene (TBTQ)

Starphenes and Phenes: Structures and Properties

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