publication . Thesis . 2013

Palladium N-neterocyclic carbene complexes as catalysts for\ud C-N, C-Si and C-S bond formations

Roberts, Deborah Elizabeth;
Open Access English
  • Published: 18 Jul 2013
  • Country: United Kingdom
Abstract
This work is foremost a study of various palladium-bearing N-heterocyclic carbenes complexes and their catalytic potential to form C-N bonds. Both alkyl amination and aryl amination are considered. Further elucidation on the mechanism of such catalytic activity is investigated.\ud \ud The viability of alkyl amination using palladium complexes bearing the ligands, ITMe, 1,2,3,4- tetramethylimidazol-2-ylidene, and ICy, 1,3- bis-cyclohexylimidazol-2-ylidene, as catalysts, is investigated. This includes the synthesis of [Pd(ITMe)(neopentyl)Cl]2,[Pd(ITMe)2(neopentyl)Cl], [Pd(ITMe)(neopentyl)(tbutylamine)Cl], [Pd(ITMe)(neopentyl)(hexylamine)Cl], with successful elimin...
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free text keywords: QD0146
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4.1. Introduction .............................................................................................. 157 4.2. Results and Discussion.............................................................................. 158 4.2.1. Revisiting the attempts to form aryl oxidative addition product directly.158 4.2.2. Indirect formation of Pd NHC aryl halide complexes: Reactions using mesityl magnesium bromide................................................................. 161 4.2.3. Reactions using 4-tolylmagnesium chloride.......................................... 168 4.3. Conclusions .............................................................................................. 170 4.4. Experimental Section ................................................................................ 171 4.4.1. Synthesis of Pd(SIPr)2Cl2, ................................................................... 171 4.4.2. Synthesis of [Pd(8-mesityl, 1-η1, 4, 5-η2 - C8H12)X2] (X=Cl, Br), 4.1... 171 4.4.3. Synthesis of [Pd(ITMe)(8-mesityl, 1-η1, 4, 5-η2 - C8H12)Br], 4.2.......... 172 4.4.4. [Pd(SIPr) (8-mesityl, 1- η1, 4, 5-η2 - C8H12)Br], 4.3 ............................. 173 4.4.5. Synthesis of [Pd(1,5-COD)(tolyl)Cl], 4.4 ............................................. 173 4.5. References ................................................................................................ 174 Appendix I

General Experimental .................................................................................... A1-1 Instrumental Details ....................................................................................... A1-2

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