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Some Items of Interest to Process R&D Chemists and Engineers

机译:过程研发化学家和工程师感兴趣的一些项目

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The Chavant group reports on the preparation and use of methylpentanediolborane (MPBH) as a reagent for the synthesis of functionalized vinylboronates (J. Org. Chem. 2007, 72, 4510-4514). Although both the preparation of MPBH and its use in the hydroboration of alkynes have been known for decades, this chemistry has been under utilized. MPBH is prepared from inexpensive hexyleneglycol (2-methyl-2,4-pen-tanediol) by reaction with either commercial BH3 centre dot SMe2 or in situ generated B2H6 (from NaBH4 and I2), and the authors note that the reagent is stable for months when stored at or below 4 °C. The hydroborating ability of MPBH was studied using 15 alkynes and the Schwartz zirconium complex as the catalyst. Yields ranged from 0% to 93%, and for certain substrates (e.g., propargyl bromide) MPBH provided acceptable yields (73% isolated) where the more commonly used pinacolborane failed to react.
机译:Chavant小组报道了甲基戊二醇硼烷(MPBH)的制备和用作合成功能化乙烯基硼酸酯的试剂的用途(J.Org.Chem.2007,72,4510-4514)。尽管MPBH的制备及其在炔烃加氢硼化中的用途已为人所知,但该化学方法尚未得到利用。 MPBH由廉价的己二醇(2-甲基-2,4-戊二醇)与商业BH3中心点SMe2或原位生成的B2H6(来自NaBH4和I2)反应制得,作者注意到该试剂对在4°C或更低的温度下存放几个月。以15个炔烃和Schwartz锆配合物为催化剂,研究了MPBH的氢硼化能力。产率在0%至93%之间,并且对于某些底物(例如炔丙基溴),MPBH提供了可接受的产率(73%分离出),而更常用的频哪醇硼烷未能反应。

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