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Accessing chelating extended linker bis(NHC) palladium(II) complexes: sterically triggered divergent reaction pathways

Citation

Wierenga, TS and Vanston, CR and Ariafard, A and Gardiner, MG and Ho, CC, Accessing chelating extended linker bis(NHC) palladium(II) complexes: sterically triggered divergent reaction pathways, Organometallics, 38 pp. 3032-3038. ISSN 0276-7333 (2019) [Refereed Article]


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DOI: doi:10.1021/acs.organomet.9b00356

Abstract

We have demonstrated the profound effect that the N-substituent steric bulk of ethylene-linked bis(N-heterocyclic carbene) (bis(NHC)) species has on the mechanism of their formation via Pd(OAc)2-assisted deprotometalations. The binding mode of an ethylene-linked bis(NHC) ligand is chelating when it bears N-2,4-Me2C6H3 substituents but forms a mono(NHC) with a pendant imidazolium group for N-2,6-iPr2C6H3. An N-mesityl-substituted bis(NHC), with steric bulk intermediate between the two aforementioned substituents, generates a mixture of two chelating homoleptic normal/normal and heteroleptic normal/abnormal bis(NHC) complexes, as predicted by DFT calculations. Interestingly, the latter was seen to undergo facile reductive elimination, affording a novel tricyclic monodentate NHC ligand.

Item Details

Item Type:Refereed Article
Keywords:palladium, carbene, NHC, DFT
Research Division:Chemical Sciences
Research Group:Inorganic Chemistry
Research Field:Transition Metal Chemistry
Objective Division:Expanding Knowledge
Objective Group:Expanding Knowledge
Objective Field:Expanding Knowledge in the Chemical Sciences
UTAS Author:Wierenga, TS (Ms Tanita Wierenga)
UTAS Author:Vanston, CR (Ms Catriona Vanston)
UTAS Author:Ariafard, A (Associate Professor Alireza Ariafard)
UTAS Author:Gardiner, MG (Associate Professor Michael Gardiner)
UTAS Author:Ho, CC (Dr Curtis Ho)
ID Code:137099
Year Published:2019
Deposited By:Chemistry
Deposited On:2020-01-31
Last Modified:2020-02-03
Downloads:0

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