Literature DB >> 29272557

A Golden Access to Acenopentalenes.

Thomas Wurm1, Elias C Rüdiger1, Jürgen Schulmeister1, Silke Koser1, Matthias Rudolph1, Frank Rominger1, Uwe H F Bunz1, A Stephen K Hashmi1,2.   

Abstract

By employing gold catalysis, starting from dialkynylated acenes a series of novel un-symmetrical aceno-annulated dibenzopentalenes has been prepared. The achieved yields range from 62-68 %. The fused systems contain naphthalene, anthracene, tetracene, and pentacene units. All new compounds are soluble and stable under standard conditions. The optical properties of the systems are dominated by the dibenzopentalene core for the smaller representatives, while for the anthracene-pentacene-based aceno-benzopentalenes the optical properties of the acene group dominates. Preliminary morphology tests on thin films showed a reverse trend between crystal size and molecule size.
© 2018 Wiley-VCH Verlag GmbH & Co. KGaA, Weinheim.

Entities:  

Keywords:  acenes; diynes; homogeneous catalysis; materials science; pentalenes

Year:  2018        PMID: 29272557     DOI: 10.1002/chem.201705456

Source DB:  PubMed          Journal:  Chemistry        ISSN: 0947-6539            Impact factor:   5.236


  5 in total

1.  Gold-Catalyzed Regiospecific Annulation of Unsymmetrically Substituted 1,5-Diynes for the Precise Synthesis of Bispentalenes.

Authors:  Sara Tavakkolifard; Kohei Sekine; Lisa Reichert; Mina Ebrahimi; Ketevan Museridz; Elena Michel; Frank Rominger; Rasool Babaahmadi; Alireza Ariafard; Brian F Yates; Matthias Rudolph; A Stephen K Hashmi
Journal:  Chemistry       Date:  2019-08-28       Impact factor: 5.236

Review 2.  Recent Progress in High Linearly Fused Polycyclic Conjugated Hydrocarbons (PCHs, n > 6) with Well-Defined Structures.

Authors:  Wangqiao Chen; Fei Yu; Qun Xu; Guofu Zhou; Qichun Zhang
Journal:  Adv Sci (Weinh)       Date:  2020-04-22       Impact factor: 16.806

3.  Unsymmetrical Thienopentalenes: Synthesis, Optoelectronic Properties, and (Anti)aromaticity Analysis.

Authors:  Tamás Gazdag; Péter J Mayer; Péter Pál Kalapos; Tamás Holczbauer; Ouissam El Bakouri; Gábor London
Journal:  ACS Omega       Date:  2022-03-03

4.  Persistent Ambipolar Heptacenes and Their Redox Species.

Authors:  Nico Zeitter; Nikolai Hippchen; Steffen Maier; Frank Rominger; Andreas Dreuw; Jan Freudenberg; Uwe H F Bunz
Journal:  Angew Chem Int Ed Engl       Date:  2022-05-05       Impact factor: 16.823

5.  Structure-Property Relationships in Unsymmetric Bis(antiaromatics): Who Wins the Battle between Pentalene and Benzocyclobutadiene?†.

Authors:  Péter J Mayer; Ouissam El Bakouri; Tamás Holczbauer; Gergely F Samu; Csaba Janáky; Henrik Ottosson; Gábor London
Journal:  J Org Chem       Date:  2020-03-30       Impact factor: 4.354

  5 in total

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