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    首頁» 圖片新聞» 朱戎課題組在金屬催化自由基反應研究中取得重要進展

    朱戎課題組在金屬催化自由基反應研究中取得重要進展

     

    從簡單烯烴出發高效、高選擇性地合成高價值化合物一直是有機化學工作者追求的目標。在這一過程中,過渡金屬催化劑起到了重要的作用。傳統的烯烴官能團化反應一般可分為兩類:極性過程或者自由基過程,二者有各自的優勢和局限。如何通過設計新的催化過程,在一個反應中融合上述兩種過程,取長補短,是實現更加簡潔、綠色合成的重要途徑。朱戎課題組提出利用鈷介導的自由基-極性交叉過程(Radical-Polar Crossover),在氫原子轉移(HAT)氫官能團化反應中初步實現了上述目標。這一最新進展發表在《美國化學會志》上(Xiao-Le Zhou1, Fan Yang1, Han-Li Sun, Yun-Nian Yin, Wei-Ting Ye and Rong Zhu*. Cobalt-Catalyzed Intermolecular Hydrofunctionalization of Alkenes: Evidence for a Bimetallic Pathway. J. Am. Chem. Soc. 2019, 141, 7250.)。

    第一過渡系金屬催化的HAT氫官能團化反應是一類具有重要合成學意義的自由基反應。朱戎課題組在該體系中引入高價碘試劑作為雙電子基團轉移氧化劑和親核試劑的前體,在鈷氫物種催化下,實現了自由基與極性過程互補融合的新反應途徑。利用該方法在室溫下即可完成羧酸、酚、磺酰胺等各類親核試劑對非活化和活化烯烴形式上的加成,從而以高官能團兼容性,一步合成較為復雜的結構,具有潛在的重要應用價值。他們進一步通過細致的動力學研究和控制實驗,揭示了鈷配合物在催化循環中所扮演的多重角色,并提出反應可能經過雙金屬過程。該過程涉及到的關鍵中間體中包括一類有機鈷配合物,這一發現有望為金屬催化自由基反應中的配體調控提供新的思路。

    已畢業博士生周霄樂、在讀博士生楊帆為本論文的共同第一作者,朱戎特聘研究員為通訊作者。該工作得到了北京大學化學學院和北京國家分子科學中心的資助。

     

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