Halogenolysis of a Nickelalactone Complex Produces β‐Halo‐Anhydrides

作者: Ryan A. Zarkesh , Michael D. Hopkins , Richard F. Jordan

DOI: 10.1002/EJIC.201402952

关键词:

摘要: Nickelalactone complex [(dppe)Ni{κ2-C,O-CH2CH2C(=O)O}] {dppe = 1,2-bis(diphenylphosphino)ethane} reacts with halogens to form 3-halo-propionic anhydrides, [(dppe)NiX2], and [(dppeO2)3Ni][NiX4] (X Cl, Br, I). Studies of model complexes [(dppe)Ni(O2CtBu)2] [(dppe)NiBr(O2CtBu)] suggest that oxidation NiIII P–O reductive elimination are key steps in this reaction.

参考文章(37)
David L. Hughes, Robert A. Reamer, The Effect of Acid Strength on the Mitsunobu Esterification Reaction: Carboxyl vs Hydroxyl Reactivity. Journal of Organic Chemistry. ,vol. 61, pp. 2967- 2971 ,(1996) , 10.1021/JO952180E
Christian Bruckmeier, Maximilian W. Lehenmeier, Robert Reichardt, Sergei Vagin, Bernhard Rieger, Formation of Methyl Acrylate from CO 2 and Ethylene via Methylation of Nickelalactones Organometallics. ,vol. 29, pp. 2199- 2202 ,(2010) , 10.1021/OM100060Y
F. Mani, M. Bacci, Ditertiary phosphine oxides complexes with NiII and CoII halides Inorganica Chimica Acta. ,vol. 6, pp. 487- 490 ,(1972) , 10.1016/S0020-1693(00)91842-5
Claudio Bianchini, Andrea Meli, Werner Oberhauser, Taking Too Many Precautions in Making a Catalyst Is Never a Loss of Time: A Lesson We Learned at Our Own Expense Organometallics. ,vol. 22, pp. 4281- 4285 ,(2003) , 10.1021/OM030132B
R. Fischer, B. Nestler, H. Sch�tz, Zur Synthese und Charakterisierung von N,N′-Tetramethylethylendiamin-nickelacyclopropionat Zeitschrift für anorganische und allgemeine Chemie. ,vol. 577, pp. 111- 114 ,(1989) , 10.1002/ZAAC.19895770112
Mirza Cokoja, Christian Bruckmeier, Bernhard Rieger, Wolfgang A. Herrmann, Fritz E. Kühn, Transformation of Carbon Dioxide with Homogeneous Transition-Metal Catalysts: A Molecular Solution to a Global Challenge? Angewandte Chemie. ,vol. 50, pp. 8510- 8537 ,(2011) , 10.1002/ANIE.201102010
Penelope S. Jarrett, Peter J. Sadler, Nickel(II) bis(phosphine) complexes Inorganic Chemistry. ,vol. 30, pp. 2098- 2104 ,(1991) , 10.1021/IC00009A028
Heinz Hoberg, Alfredo Ballesteros, Ni0-induzierte Herstellung cyclischer C8-Carbonsäuren aus Cyclooctenen und Kohlendioxid Journal of Organometallic Chemistry. ,vol. 411, ,(1991) , 10.1016/0022-328X(91)86033-M
Reinald Fischer, Dirk Walther, Rhett Kempe, Joachim Sieler, Bruno Schönecker, Metallacyclische acyl-carboxylate des nickels: Reaktivität der acylgruppe und synthesepotential bei kreuzkopplungsreaktionen mit alkylhalogeniden Journal of Organometallic Chemistry. ,vol. 447, pp. 131- 136 ,(1993) , 10.1016/0022-328X(93)80282-G