Chalcogen bonding in the solid-state structures of 1,3-bis(benzimidazoliumyl)benzene-based chalcogen-bonding donors.
Lewis acid
benzimidazolium
chalcogen bonding
crystal structure
intermolecular interactions
sigma hole
Journal
Acta crystallographica. Section C, Structural chemistry
ISSN: 2053-2296
Titre abrégé: Acta Crystallogr C Struct Chem
Pays: England
ID NLM: 101620313
Informations de publication
Date de publication:
01 Feb 2023
01 Feb 2023
Historique:
received:
24
08
2022
accepted:
30
11
2022
entrez:
5
2
2023
pubmed:
6
2
2023
medline:
6
2
2023
Statut:
ppublish
Résumé
1,3-Bis(benzimidazoliumyl)benzene-based chalcogen-bonding catalysts were previously successfully applied in different benchmark reactions. In one of those examples, i.e. the activation of quinolines, sulfur- and selenium-based chalcogen-bonding catalysts showed comparable properties, which is unexpected, as the selenium-containing catalysts should show superior catalytic properties due to the increased polarizability of selenium compared to sulfur. Herein, we present four crystal structures of the respective 1,3-bis(benzimidazoliumyl)benzene-based chalcogen-bonding catalyst containing sulfur (3
Identifiants
pubmed: 36739607
pii: S2053229622011536
doi: 10.1107/S2053229622011536
pmc: PMC9899511
doi:
Types de publication
Journal Article
Langues
eng
Sous-ensembles de citation
IM
Pagination
26-35Subventions
Organisme : Deutsche Forschungsgemeinschaft
ID : EXC 2033-390677874 - RESOLV
Organisme : Deutsche Forschungsgemeinschaft
ID : HU1782/5-1
Informations de copyright
open access.
Références
J Am Chem Soc. 2015 Apr 1;137(12):4126-33
pubmed: 25781631
Angew Chem Int Ed Engl. 2017 Sep 18;56(39):12009-12012
pubmed: 28605080
J Am Chem Soc. 2019 Jun 12;141(23):9175-9179
pubmed: 31124673
J Am Chem Soc. 2021 Jun 16;143(23):8625-8630
pubmed: 34085823
Org Lett. 2019 Nov 15;21(22):9212-9216
pubmed: 31668078
J Am Chem Soc. 2015 Sep 23;137(37):12110-20
pubmed: 26329271
Chemistry. 2012 Aug 6;18(32):9955-64
pubmed: 22782805
Acta Crystallogr A Found Adv. 2015 Jan;71(Pt 1):3-8
pubmed: 25537383
Chemistry. 2022 Aug 22;28(47):e202200917
pubmed: 35704037
Acta Crystallogr C Struct Chem. 2015 Jan;71(Pt 1):3-8
pubmed: 25567568
Angew Chem Int Ed Engl. 2017 Jan 16;56(3):812-815
pubmed: 27981727
Phys Chem Chem Phys. 2005 Sep 21;7(18):3297-305
pubmed: 16240044
Nat Chem. 2010 Nov;2(11):984-90
pubmed: 20966957
J Am Chem Soc. 2002 Sep 11;124(36):10638-9
pubmed: 12207502
J Am Chem Soc. 2006 Mar 1;128(8):2666-74
pubmed: 16492053
Angew Chem Int Ed Engl. 2019 Nov 18;58(47):16923-16927
pubmed: 31535789
Chemistry. 2017 Dec 1;23(67):16972-16975
pubmed: 29057533
J Appl Crystallogr. 2011 Dec 1;44(Pt 6):1281-1284
pubmed: 22477785
J Am Chem Soc. 2016 Jul 27;138(29):9093-6
pubmed: 27433964
Chemistry. 2002 Mar 1;8(5):1118-24
pubmed: 11891899
J Chem Phys. 2010 Apr 21;132(15):154104
pubmed: 20423165
Chem Rev. 2016 Feb 24;116(4):2478-601
pubmed: 26812185
Dalton Trans. 2015 Sep 14;44(34):15181-8
pubmed: 25826610
Chemistry. 2020 Jan 27;26(6):1258-1262
pubmed: 31729084
Chem Rev. 2007 Dec;107(12):5713-43
pubmed: 18072808
J Org Chem. 2004 Apr 30;69(9):2945-52
pubmed: 15104430
Angew Chem Int Ed Engl. 2021 Aug 23;60(35):19281-19286
pubmed: 34166563
J Appl Crystallogr. 2020 Feb 01;53(Pt 1):226-235
pubmed: 32047413