シュワルツ試薬とは - わかりやすく解説 Weblio辞書

シュワルツ試薬

出典: フリー百科事典『ウィキペディア（Wikipedia）』 (2017/05/10 01:16 UTC 版)

シュワルツ試薬（Schwartz's reagent）またはジルコノセンクロリドヒドリド（Zirconocene Chloride Hydride）は、化学式が(C₅H₅)₂ZrHClの有機金属化合物で、サンドイッチ化合物およびメタロセンの一つである。この化合物は有機合成においてアルケン、アルキンのさまざまな変換に使われる^[1]^[2]^[3]。

脚注

^ D. W. Hart and J. Schwartz (1974). “Hydrozirconation. Organic Synthesis via Organozirconium Intermediates. Synthesis and Rearrangement of Alkylzirconium(IV) Complexes and Their Reaction with Electrophiles”. J. Am. Chem. Soc. 96 (26): 8115–8116. doi:10.1021/ja00833a048.
^ J. Schwartz, and J. A. Labinger (2003). “Hydrozirconation: A New Transition Metal Reagent for Organic Synthesis”. Angew. Chem. Int. Ed. 15 (6): 330–340. doi:10.1002/anie.197603331.
^ Donald W. Hart, Thomas F. Blackburn, Jeffrey Schwartz (1975). “Hydrozirconation. III. Stereospecific and regioselective functionalization of alkylacetylenes via vinylzirconium(IV) intermediates”. J. Am. Chem. Soc. 97 (3): 679–680. doi:10.1021/ja00836a056.
^ R. C. Sun, M. Okabe, D. L. Coffen, and J. Schwartz (1998), “Conjugate Addition of a Vinylzirconium Reagent: 3-(1-Octene-1-yl)cyclopentanone”, Org. Synth. Coll. Vol. 9: 640 .
^ Panek, J. S.; Hu, T. (1997). “Stereo- and Regiocontrolled Synthesis of Branched Trisubstituted Conjugated Dienes by Palladium(0)-Catalyzed Cross-Coupling Reaction”. J. Org. Chem. 62 (15): 4912–4913. doi:10.1021/jo970647a.
^ Peter Wipf and Heike Jahn (1996). “Synthetic applications of organochlorozirconocene complexes”. Tetrahedron 52 (40): 12853–12910. doi:10.1016/0040-4020(96)00754-5.
^ Christopher A. Bertelo, Jeffrey Schwartz (1975). “Hydrozirconation. II. Oxidative homologation of olefins via carbon monoxide insertion into the carbon-zirconium bond”. J. Am. Chem. Soc. 97 (1): 228–230. doi:10.1021/ja00834a061.
^ P. C. Wailes and H. Weigold (1970). “Hydrido complexes of zirconium I. Preparation”. Journal of Organometallic Chemistry 24: 405–411. doi:10.1016/S0022-328X(00)80281-8.
^ S. L. Buchwald, S. J. LaMaire, R. B. Nielsen, B. T. Watson, and S. M. King, “Schwartz's Reagent”, Org. Synth. Coll. Vol. 9: 162 .
^ Peter Wipf, Hidenori Takahashi, and Nian Zhuang (1998). “Kinetic vs. thermodynamic control in hydrozirconation reactions”. Pure Appl. Chem. 70 (5): 1077–1082. doi:10.1351/pac199870051077.
^ A. Maureen Rouhi (1998). “Organozirconium Chemistry Arrives”. C&EN News 82 (16): 162.