Eaton Maxwell, Dai Yuping, Wang Ziyong, Li Bo, Lamine Walid, Miqueu Karinne, Liu Shih-Yuan
Department of Chemistry, Boston College, Chestnut Hill, Massachusetts 02467-3860, United States.
E2S UPPA/CNRS, Institut des Sciences Analytiques et de Physico-Chimie pour l'Environnement et les Matériaux IPREM UMR 5254, Université de Pau et des Pays de l'Adour, Hélioparc, 2 avenue P. Angot, 64053 Pau Cedex 09, France.
J Am Chem Soc. 2023 Oct 4;145(39):21638-21645. doi: 10.1021/jacs.3c08151. Epub 2023 Sep 22.
A method for the synthesis of allenes by the addition of ketones to 1,3-enynes by cooperative Pd(0)Senphos/B(CF)/NR catalysis is described. A wide range of aryl- and aliphatic ketones undergo addition to various 1,3-enynes in high yields at room temperature. Mechanistic investigations revealed a rate-determining outer-sphere proton transfer mechanism, which was corroborated by DFT calculations.
描述了一种通过协同的 Pd(0)Senphos/B(CF)/NR 催化将酮加成到 1,3-烯炔上合成丙二烯的方法。在室温下,多种芳基和脂肪族酮能以高产率加成到各种 1,3-烯炔上。机理研究揭示了一种速率决定的外层质子转移机制,这一机制得到了密度泛函理论计算的证实。