Literature DB >> 31961352

Antiaromaticity gain increases the potential for n-type charge transport in hydrogen-bonded π-conjugated cores.

Zhili Wen1, Judy I-Chia Wu.   

Abstract

Density functional theory computations suggest that formally non-aromatic organic dyes, like diketopyrrolopyrrole, n class="Chemical">naphthodipyrrolidone, indigo, and isoindigo, show increased [4n] π-antiaromatic character and decreased LUMO orbital energies upon hydrogen bonding, making them suitable molecular candidates for applications in n-type organic field effect transistors.

Entities:  

Year:  2020        PMID: 31961352      PMCID: PMC7046090          DOI: 10.1039/c9cc09670a

Source DB:  PubMed          Journal:  Chem Commun (Camb)        ISSN: 1359-7345            Impact factor:   6.222


  14 in total

1.  Antiaromaticity in monocyclic conjugated carbon rings.

Authors:  K B Wiberg
Journal:  Chem Rev       Date:  2001-05       Impact factor: 60.622

2.  Nucleus-independent chemical shifts (NICS) as an aromaticity criterion.

Authors:  Zhongfang Chen; Chaitanya S Wannere; Clémence Corminboeuf; Ralph Puchta; Paul von Ragué Schleyer
Journal:  Chem Rev       Date:  2005-10       Impact factor: 60.622

Review 3.  Polycyclic Aromatic Hydrocarbons as Potential Building Blocks for Organic Solar Cells.

Authors:  Cyril Aumaitre; Jean-François Morin
Journal:  Chem Rec       Date:  2019-05-20       Impact factor: 6.771

4.  Calculations of current densities for neutral and doubly charged persubstituted benzenes using effective core potentials.

Authors:  Markus Rauhalahti; Stefan Taubert; Dage Sundholm; Vincent Liégeois
Journal:  Phys Chem Chem Phys       Date:  2017-03-08       Impact factor: 3.676

5.  Nucleus-Independent Chemical Shifts:  A Simple and Efficient Aromaticity Probe.

Authors:  Paul von Ragué Schleyer; Christoph Maerker; Alk Dransfeld; Haijun Jiao; Nicolaas J R van Eikema Hommes
Journal:  J Am Chem Soc       Date:  1996-07-03       Impact factor: 15.419

6.  Hydrogen-bonded semiconducting pigments for air-stable field-effect transistors.

Authors:  Eric Daniel Głowacki; Mihai Irimia-Vladu; Martin Kaltenbrunner; Jacek Gsiorowski; Matthew S White; Uwe Monkowius; Giuseppe Romanazzi; Gian Paolo Suranna; Piero Mastrorilli; Tsuyoshi Sekitani; Siegfried Bauer; Takao Someya; Luisa Torsi; Niyazi Serdar Sariciftci
Journal:  Adv Mater       Date:  2012-12-13       Impact factor: 30.849

7.  25th anniversary article: progress in chemistry and applications of functional indigos for organic electronics.

Authors:  Eric Daniel Głowacki; Gundula Voss; Niyazi Serdar Sariciftci
Journal:  Adv Mater       Date:  2013-10-22       Impact factor: 30.849

8.  Hydrogen-bonded diketopyrrolopyrrole (DPP) pigments as organic semiconductors.

Authors:  Eric Daniel Głowacki; Halime Coskun; Martin A Blood-Forsythe; Uwe Monkowius; Lucia Leonat; Marek Grzybowski; Daniel Gryko; Matthew Schuette White; Alán Aspuru-Guzik; Niyazi Serdar Sariciftci
Journal:  Org Electron       Date:  2014-12       Impact factor: 3.721

9.  Indacenodibenzothiophenes: synthesis, optoelectronic properties and materials applications of molecules with strong antiaromatic character.

Authors:  Jonathan L Marshall; Kazuyuki Uchida; Conerd K Frederickson; Christian Schütt; Andrew M Zeidell; Katelyn P Goetz; Tristan W Finn; Karol Jarolimek; Lev N Zakharov; Chad Risko; Rainer Herges; Oana D Jurchescu; Michael M Haley
Journal:  Chem Sci       Date:  2016-05-13       Impact factor: 9.825

10.  Highly-conducting molecular circuits based on antiaromaticity.

Authors:  Shintaro Fujii; Santiago Marqués-González; Ji-Young Shin; Hiroshi Shinokubo; Takuya Masuda; Tomoaki Nishino; Narendra P Arasu; Héctor Vázquez; Manabu Kiguchi
Journal:  Nat Commun       Date:  2017-07-19       Impact factor: 14.919

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  3 in total

1.  Hydrogen bond design principles.

Authors:  Lucas J Karas; Chia-Hua Wu; Ranjita Das; Judy I-Chia Wu
Journal:  Wiley Interdiscip Rev Comput Mol Sci       Date:  2020-05-16

2.  Strength and Nature of Host-Guest Interactions in Metal-Organic Frameworks from a Quantum-Chemical Perspective.

Authors:  Michelle Ernst; Ganna Gryn'ova
Journal:  Chemphyschem       Date:  2022-02-24       Impact factor: 3.520

Review 3.  Recent advances in the application of isoindigo derivatives in materials chemistry.

Authors:  Andrei V Bogdanov; Vladimir F Mironov
Journal:  Beilstein J Org Chem       Date:  2021-07-06       Impact factor: 2.883

  3 in total

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