Enhanced Optical Properties of Azaborole Helicenes by Lateral and Helical Extension.

azaborole circularly polarized luminescence fluorescence helicene π-extension

Journal

Chemistry (Weinheim an der Bergstrasse, Germany)
ISSN: 1521-3765
Titre abrégé: Chemistry
Pays: Germany
ID NLM: 9513783

Informations de publication

Date de publication:
07 Nov 2022
Historique:
received: 21 07 2022
pubmed: 26 7 2022
medline: 26 7 2022
entrez: 25 7 2022
Statut: ppublish

Résumé

The synthesis and characterization of laterally extended azabora[5]-, -[6]- and -[7]helicenes, assembled from N-heteroaromatic and dibenzo[g,p]chrysene building blocks is described. Formally, the π-conjugated systems of the pristine azaborole helicenes were enlarged with a phenanthrene unit leading to compounds with large Stokes shifts, significantly enhanced luminescence quantum yields (Φ) and dissymmetry factors (g

Identifiants

pubmed: 35877557
doi: 10.1002/chem.202202280
pmc: PMC9826013
doi:

Types de publication

Journal Article

Langues

eng

Sous-ensembles de citation

IM

Pagination

e202202280

Subventions

Organisme : Deutsche Forschungsgemeinschaft
ID : No. 1459/1-1
Organisme : Deutsche Forschungsgemeinschaft
ID : 444286426
Organisme : Hector Fellow Academy
ID : 700000121
Organisme : Hector Fellow Academy
ID : 250000121
Organisme : Deutsche Forschungsgemeinschaft
ID : NO 1459/1-1

Informations de copyright

© 2022 The Authors. Chemistry - A European Journal published by Wiley-VCH GmbH.

Références

J Am Chem Soc. 2019 Oct 23;141(42):17015-17021
pubmed: 31577140
J Am Chem Soc. 2012 Mar 7;134(9):4080-3
pubmed: 22335235
J Am Chem Soc. 2016 Jul 27;138(29):9021-4
pubmed: 27374883
Chemistry. 2021 Feb 10;27(9):2920-2934
pubmed: 32725832
Angew Chem Int Ed Engl. 2021 Apr 19;60(17):9290-9295
pubmed: 33522053
Chem Sci. 2022 Jan 6;13(5):1484-1491
pubmed: 35222933
J Am Chem Soc. 2021 Nov 3;143(43):17958-17963
pubmed: 34665638
Acc Chem Res. 2017 Sep 19;50(9):2334-2345
pubmed: 28795799
J Am Chem Soc. 2020 Nov 18;142(46):19468-19472
pubmed: 33151672
Nat Commun. 2021 Jan 8;12(1):142
pubmed: 33420007
Chem Sci. 2021 Jan 29;12(8):2784-2793
pubmed: 34164042
Chem Rev. 2007 Mar;107(3):718-47
pubmed: 17291049
Phys Chem Chem Phys. 2017 Jan 25;19(4):2900-2907
pubmed: 28079219
Chem Rev. 2016 Aug 24;116(16):9091-161
pubmed: 27434758
J Am Chem Soc. 2016 Apr 27;138(16):5210-3
pubmed: 27077723
Angew Chem Int Ed Engl. 2021 Sep 27;60(40):21853-21859
pubmed: 34115434
J Org Chem. 2010 Dec 17;75(24):8709-12
pubmed: 21090764
Chem Sci. 2022 Jan 4;13(4):1136-1145
pubmed: 35211280
J Am Chem Soc. 2018 Oct 24;140(42):13562-13565
pubmed: 30251839
Angew Chem Int Ed Engl. 2012 Oct 8;51(41):10333-6
pubmed: 22965455
Angew Chem Int Ed Engl. 2022 Jan 26;61(5):e202113075
pubmed: 34847268
J Am Chem Soc. 2012 Dec 5;134(48):19600-3
pubmed: 23167918
Angew Chem Int Ed Engl. 2020 May 11;59(20):7813-7817
pubmed: 32107825
J Phys Chem Lett. 2021 Jan 14;12(1):686-695
pubmed: 33399471
Chem Sci. 2021 Jul 27;12(35):11864-11872
pubmed: 34659727
Chemistry. 2022 Nov 7;28(62):e202202280
pubmed: 35877557
Angew Chem Int Ed Engl. 2018 Nov 5;57(45):14782-14786
pubmed: 30144368
Angew Chem Int Ed Engl. 2011 Dec 16;50(51):12214-7
pubmed: 22021120
Chemistry. 2014 Sep 22;20(39):12373-6
pubmed: 25113927
Chem Soc Rev. 2020 Mar 7;49(5):1331-1343
pubmed: 31999286
Chem Sci. 2019 Jul 31;10(39):9017-9027
pubmed: 32874487
J Comput Chem. 2011 May;32(7):1456-65
pubmed: 21370243
Chemistry. 2019 Aug 1;25(43):10133-10140
pubmed: 31115095
Chem Rev. 2019 Jul 24;119(14):8846-8953
pubmed: 31294973
Chem Sci. 2021 Mar 2;12(15):5522-5533
pubmed: 34163772
J Am Chem Soc. 2020 Nov 4;142(44):18990-18996
pubmed: 33089998
Chemistry. 2022 Feb 19;28(11):e202104161
pubmed: 34918840
Chem Rev. 2022 Jan 12;122(1):565-788
pubmed: 34850633
J Am Chem Soc. 2021 Mar 31;143(12):4661-4667
pubmed: 33735570
Chemistry. 2015 Apr 20;21(17):6523-7
pubmed: 25754221
Chem Commun (Camb). 2019 Nov 14;55(92):13793-13803
pubmed: 31603148
Chem Soc Rev. 2013 Nov 7;42(21):8416-33
pubmed: 23900268
Chemistry. 2017 Aug 25;23(48):11620-11628
pubmed: 28613008
Angew Chem Int Ed Engl. 2017 Mar 27;56(14):3906-3910
pubmed: 28267252
Chem Rev. 2012 Mar 14;112(3):1463-535
pubmed: 22017405
Chemistry. 2017 Jan 5;23(2):407-418
pubmed: 27754565
Chemistry. 2018 Aug 27;24(48):12660-12668
pubmed: 29901866
ACS Nano. 2017 Aug 22;11(8):8329-8338
pubmed: 28696680
Angew Chem Int Ed Engl. 2021 Feb 19;60(8):4350-4357
pubmed: 33244880
Angew Chem Int Ed Engl. 2020 Jun 2;59(23):8800-8816
pubmed: 31625661
Phys Chem Chem Phys. 2005 Sep 21;7(18):3297-305
pubmed: 16240044
Chem Rev. 2021 Apr 14;121(7):4147-4192
pubmed: 33656339
Chem Soc Rev. 2013 Feb 7;42(3):1051-95
pubmed: 23151680
Angew Chem Int Ed Engl. 2019 Nov 11;58(46):16504-16507
pubmed: 31507020
Org Lett. 2020 Jan 3;22(1):209-213
pubmed: 31860317
Phys Chem Chem Phys. 2006 Mar 7;8(9):1057-65
pubmed: 16633586
Org Lett. 2016 Aug 5;18(15):3654-7
pubmed: 27400646
Chemistry. 2015 Feb 2;21(6):2343-7
pubmed: 25504775
Angew Chem Int Ed Engl. 2016 Jul 4;55(28):8062-6
pubmed: 27193483
Org Biomol Chem. 2016 May 18;14(20):4590-4
pubmed: 27139039
J Am Chem Soc. 2018 Nov 14;140(45):15461-15469
pubmed: 30339380
Chem Commun (Camb). 2015 Nov 11;51(87):15808-10
pubmed: 26366478
Chem Sci. 2021 Nov 22;12(48):15935-15946
pubmed: 35024117
Dalton Trans. 2004 Apr 21;(8):1254-8
pubmed: 15252669
J Phys Chem A. 2012 Jul 12;116(27):7372-85
pubmed: 22694352

Auteurs

Felix Full (F)

Institut für Anorganische Chemie and Institute for Sustainable Chemistry & Catalysis with Boron, Universität Würzburg, Am Hubland, 97074, Würzburg, Germany.
Institut für Organische Chemie and Center for Nanosystems Chemistry, Universität Würzburg, Am Hubland, 97074, Würzburg, Germany.

Quentin Wölflick (Q)

Institut für Anorganische Chemie and Institute for Sustainable Chemistry & Catalysis with Boron, Universität Würzburg, Am Hubland, 97074, Würzburg, Germany.
Institut für Organische Chemie and Center for Nanosystems Chemistry, Universität Würzburg, Am Hubland, 97074, Würzburg, Germany.

Krzysztof Radacki (K)

Institut für Anorganische Chemie and Institute for Sustainable Chemistry & Catalysis with Boron, Universität Würzburg, Am Hubland, 97074, Würzburg, Germany.

Holger Braunschweig (H)

Institut für Anorganische Chemie and Institute for Sustainable Chemistry & Catalysis with Boron, Universität Würzburg, Am Hubland, 97074, Würzburg, Germany.

Agnieszka Nowak-Król (A)

Institut für Anorganische Chemie and Institute for Sustainable Chemistry & Catalysis with Boron, Universität Würzburg, Am Hubland, 97074, Würzburg, Germany.
Institut für Organische Chemie and Center for Nanosystems Chemistry, Universität Würzburg, Am Hubland, 97074, Würzburg, Germany.

Classifications MeSH