- N-Heterocyclic carbene-induced transmethylation in tungsten imido alkylidene bistriflates: Unexpected formation of an N-heterocyclic olefin complex
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The reaction of [W(N-2,6-iPr2C6H3)(CHCMe2Ph)(OTf)2(DME)] (DME = 1,2-dimethoxyethane, OTf = CF3SO3) with the N-heterocyclic carbene (NHC) 1,3-bis(2,4,6-trimethylphenyl)imidazolidin-2-ylidene (IMesH2) leads to DME activation followed by transmethylation and in due consequence to the formation of the N-heterocyclic olefin complex [W(N-2,6-iPr2C6H3)(CHCMe2Ph)(OTf)2(IMesH2CH2)] along with [W(N-2,6-iPr2C6H3)(CHCMe2Ph)(OTf)(IMesH2)(κ2-O(CH2)2OMe)], [1,3-bis(2,4,6-trimethylphenyl)-2-methylimidazolidinium+ (OTf-)] and [1,3-bis(2,4,6-trimethylphenyl)-2-H-imidazolidinium+ (OTf-)]. A reaction pathway is proposed and confirmed by the use of 13C-labelled compounds; structures of the products were verified by NMR and/or single-crystal X-ray analysis.
- Imbrich, Dominik A.,Frey, Wolfgang,Buchmeiser, Michael R.
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- Preparation of imidazolinium salts by the Pd-catalyzed reduction of thioureas with triethylsilane and trialkylsilyl triflate
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A Pd-catalyzed method for the preparation of imidazolinium salts from the corresponding thioureas that could then be used for the synthesis of imidazolium and amidinium salts is described. This method has great potential because all the required reagents are readily available and thioureas are safely converted to their corresponding precursors of NHCs under mild conditions.
- Matsumura, Takehiko,Nakada, Masahisa
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- Continuous synthesis and use of N-heterocyclic carbene copper(I) complexes from insoluble Cu2O
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It is demonstrated that homogeneous N-heterocyclic carbene-copper(I)- chloride complexes can be prepared continuously by flowing NHC precursors through a packed bed of solid Cu2O suspended in molecular sieves. The method enables the synthesis o
- Opalka, Suzanne M.,Park, Jin Kyoon,Longstreet, Ashley R.,McQuade, D. Tyler
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supporting information
p. 996 - 999
(2013/04/10)
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- Tailor-made synthesis of various backbone-substituted imidazolinium salts by triflic anhydride mediated intramolecular cyclisation
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We have found a Tf2O-mediated intramolecular cyclization reaction and have revealed an intriguing stereoselectivity and a regioselectivity during the preparation of intermediate alcohols, which allow for the tailor-made synthesis of various backbone-substituted imidazolinium salts, and structurally specific syn-4,5-disubstituted imidazolinium salts.
- Zhang, Jun,Su, Xiaolong,Fu, Jun,Qin, Xinke,Zhao, Meixin,Shi, Min
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supporting information; experimental part
p. 9192 - 9194
(2012/09/22)
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- An efficient synthesis of imidazolinium salts using vinyl sulfonium salts
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The synthesis of imidazolinium salts from the reaction of formamidines and (2-bromoethyl)diphenylsulfonium triflate is described. A variety of symmetrical and unsymmetrical imidazolinium triflate salts were synthesized in high yield in short reaction time
- McGarrigle, Eoghan M.,Fritz, Sven P.,Favereau, Ludovic,Yar, Muhammad,Aggarwal, Varinder K.
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p. 3060 - 3063
(2011/07/31)
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