Synthesis and Hydrosilylation of Vinyl-Substituted Open-Cage Silsesquioxanes with Phenylsilanes: Regioselective Synthesis of Trifunctional Silsesquioxanes.


Journal

Inorganic chemistry
ISSN: 1520-510X
Titre abrégé: Inorg Chem
Pays: United States
ID NLM: 0366543

Informations de publication

Date de publication:
01 Jun 2020
Historique:
pubmed: 22 5 2020
medline: 22 5 2020
entrez: 22 5 2020
Statut: ppublish

Résumé

Herein, we report an efficient synthesis and functionalization of trifunctional open-cage-type silsesquioxanes. The method proposed has been successfully applied for the synthesis of a library of incompletely condensed silsesquioxanes with vinyldiorganosilyl functional groups, which allows further modification. Detailed studies of hydrosilylation of sterically different open-cage vinylsilsesquioxanes with a wide spectrum of phenylsilanes catalyzed by platinum and rhodium compounds are also reported. The influence of the reaction parameters, types of reagents, and catalysts employed on the efficiency of the process was examined. Optimization of the process based on the above results permitted the design of a very attractive method for the synthesis of multifunctionalized silsesquioxanes with excellent yields and regioselectivity. Moreover, the results allowed the choice of the most efficient catalyst whose application led to the selective formation of substituted open-cage silsesquioxanes. These new compounds have been fully characterized and studied in terms of their thermal properties.

Identifiants

pubmed: 32436707
doi: 10.1021/acs.inorgchem.0c00947
pmc: PMC7588036
doi:

Types de publication

Journal Article

Langues

eng

Sous-ensembles de citation

IM

Pagination

7830-7840

Références

Inorg Chem. 2017 Aug 7;56(15):9337-9342
pubmed: 28731331
Chemistry. 2014 Jul 21;20(30):9387-93
pubmed: 25042015
Chem Soc Rev. 2013 Jun 21;42(12):5119-30
pubmed: 23549525
Polymers (Basel). 2019 Mar 16;11(3):
pubmed: 30960488
Chemistry. 2004 Aug 20;10(16):3979-90
pubmed: 15317056
Chem Rev. 2010 Apr 14;110(4):2081-173
pubmed: 20225901
Beilstein J Org Chem. 2019 Feb 4;15:310-332
pubmed: 30800181
Org Biomol Chem. 2009 Feb 21;7(4):717-24
pubmed: 19194587
Chem Commun (Camb). 2017 Nov 7;53(89):12108-12111
pubmed: 29072723
Dalton Trans. 2014 Jun 7;43(21):7911-6
pubmed: 24710604
Chemistry. 2015 Mar 16;21(12):4731-8
pubmed: 25663005
Chemistry. 2018 Feb 16;24(10):2509-2514
pubmed: 29315930
Chem Sci. 2018 Sep 25;9(40):7753-7765
pubmed: 30429984
Chem Rev. 2002 Oct;102(10):3525-42
pubmed: 12371892
Chemistry. 2016 Sep 5;22(37):13275-86
pubmed: 27483454
Dalton Trans. 2020 May 7;49(17):5396-5405
pubmed: 32232247
ChemSusChem. 2019 Mar 7;12(5):1043-1048
pubmed: 30536641
Chem Rec. 2006;6(3):157-68
pubmed: 16795008
Chem Commun (Camb). 2005 Aug 7;(29):3700-2
pubmed: 16027916

Auteurs

Magdalena Grzelak (M)

Faculty of Chemistry, Adam Mickiewicz University in Poznań, Uniwersytetu Poznańskiego 8, 61-614 Poznań, Poland.
Center for Advanced Technology, Adam Mickiewicz University in Poznań, Uniwersytetu Poznańskiego 10, 61-614 Poznań, Poland.

Rafał Januszewski (R)

Faculty of Chemistry, Adam Mickiewicz University in Poznań, Uniwersytetu Poznańskiego 8, 61-614 Poznań, Poland.
Center for Advanced Technology, Adam Mickiewicz University in Poznań, Uniwersytetu Poznańskiego 10, 61-614 Poznań, Poland.

Bogdan Marciniec (B)

Faculty of Chemistry, Adam Mickiewicz University in Poznań, Uniwersytetu Poznańskiego 8, 61-614 Poznań, Poland.
Center for Advanced Technology, Adam Mickiewicz University in Poznań, Uniwersytetu Poznańskiego 10, 61-614 Poznań, Poland.

Classifications MeSH