2,6-己基叔丁基联苯衍生物的合成，2,6-(2,4,6-t-BuCH)CHX，其中 X = I、Li、OH、SH、N 或 NH。
Synthesis of 2,6-Hexa-tert-butylterphenyl Derivatives, 2,6-(2,4,6-t-BuCH)CHX, where X = I, Li, OH, SH, N, or NH.
机构信息
Department of Chemistry, Massachusetts Institute of Technology , Cambridge, Massachusetts 02139, United States.
Department of Chemistry, Merkert Chemistry Center, Boston College , Chestnut Hill, Massachusetts 02467, United States.
出版信息
Org Lett. 2017 May 19;19(10):2607-2609. doi: 10.1021/acs.orglett.7b01062. Epub 2017 May 1.
Abstract
A "double benzyne" reaction between 1,3-dichloro-2-iodobenzene and 2,4,6-t-BuCHMgBr followed by the addition of iodine led to 2,6-(2,4,6-t-BuCH)CHI (HTBTI) in 65% yield. Lithiation of HTBTI with Li-t-Bu gave Li(EtO)HTBT from which HTBTSH, HTBTN, HTBTNH, and HTBTOH were prepared. An X-ray structure of W(OHTBT)Cl shows that the two HTBTO ligands are trans to one another with the t-BuCH groups on one HTBTO interdigitated with the t-BuCH groups on the other HTBTO.
摘要
1,3-二氯-2-碘苯与 2,4,6-t-BuCHMgBr 之间的“双联苯”反应，随后加入碘，以 65%的收率得到 2,6-(2,4,6-t-BuCH)CHI（HTBTI）。用 Li-t-Bu 对 HTBTI 进行锂化，得到 Li(EtO)HTBT，由此制备了 HTBTSH、HTBTN、HTBTNH 和 HTBTOH。W(OHTBT)Cl 的 X 射线结构表明，两个 HTBTO 配体彼此处于反式构型，一个 HTBTO 上的 t-BuCH 基团与另一个 HTBTO 上的 t-BuCH 基团交错。
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