Probing the Effect of Six-Membered N-Heterocyclic Carbene-6-Mes-on the Synthesis, Structure and Reactivity of Me2MOR(NHC) (M = Ga, In) Complexes

Martyna Cybularczyk-Cecotka , Anna Dąbrowska , Piotr Guńka , Paweł Horeglad

Abstract

The investigation of the reactivity of six membered N-heterocyclic carbene 1,3-bis(2,4,6-trimethylphenyl)-3,4,5,6-tetrahydropyrimidin-1-ylidene (6-Mes) towards dialkylgallium and dialkylindium alkoxides/aryloxides has shown that both steric hindrances and donor properties of 6-Mes significantly influence the strength of M-C6-Mes bond, as well as the formation, structure and reactivity of Me2 MOR(6-Mes) (M = Ga, In) complexes. While the reactions of simple dimethylgallium alkoxides with 6-Mes lead to the formation of stable monomeric Me2Ga(OCH2CH2OMe)(6-Mes) (1) and Me2GaOMe(6-Mes) complexes, the analogous Me2InOR(6-Mes) are unstable and disproportionate to methylindium alkoxides and Me3In(6-Mes) (2). The use of bulky alkoxide ligand-OCPh2Me or aryloxide ligand-OC6H4OMe allowed for the synthesis of stable Me2M(OCPh2Me)(6-Mes) (M = Ga (3) and In (4)) as well as Me2M(OC6H4OMe)(6-Mes) (M = Ga (5) and In (6)). The structures of 1–6 have been determined using both spectroscopic methods in solution and X-ray diffraction studies, which confirmed the effect of both steric hindrances and donor properties of 6-Mes on their structure and catalytic properties in the ring-opening polymerization (ROP) of rac-lactide.
Author Martyna Cybularczyk-Cecotka
Martyna Cybularczyk-Cecotka,,
-
, Anna Dąbrowska
Anna Dąbrowska,,
-
, Piotr Guńka (FC / CICSST)
Piotr Guńka,,
- Chair Of Inorganic Chemistry And Solid State Technology
, Paweł Horeglad - Uniwersytet Warszawski (UW)
Paweł Horeglad,,
-
Journal seriesInorganics, ISSN , e-ISSN 2304-6740, (0 pkt)
Issue year2018
Vol6
No1
Pages28-1-28-16
Publication size in sheets1.4
Keywords in Englishmetal alkoxides; main group metals ; NHC donor strength ; catalyst ; lactide ; stereoselectivity ; isotactic polylactide
DOIDOI:10.3390/inorganics6010028
URL http://www.mdpi.com/2304-6740/6/1/28
Languageen angielski
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inorganics-06-00028-v2.pdf 3.38 MB
Score (nominal)0
ScoreMinisterial score = 0.0, 16-08-2018, ArticleFromJournal
Ministerial score (2013-2016) = 0.0, 16-08-2018, ArticleFromJournal - czasopismo zagraniczne spoza list
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