Synthesis of 2,6-Hexa-tert-butylterphenyl Derivatives, 2,6-(2,4,6-t-Bu3C6H2)2C6H3X, where X = I, Li, OH, SH, N3, or NH2.

Synthesis of 2,6-Hexa-tert-butylterphenyl Derivatives, 2,6-(2,4,6-t-Bu3C6H2)2C6H3X, where X = I, Li, OH, SH, N3, or NH2.
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DOI:
10.1021/acs.orglett.7b01062
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发表时间:
2017-05
期刊:
影响因子:
5.2
通讯作者:
K. Bukhryakov;R. Schrock;A. Hoveyda;P. Müller;Jonathan Becker
K. Bukhryakov;R. Schrock;A. Hoveyda;P. Müller;Jonathan Becker
中科院分区:
化学1区
文献类型:
--
作者:
K. Bukhryakov;R. Schrock;A. Hoveyda;P. Müller;Jonathan Becker

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1,3-二氯-2-碘苯与2,4,6-t-Bu_3C_6 H_2 MgBr发生“双苯炔”反应,再加入碘,得到2,6-(2,4,6-t-Bu_3C_6 H_2)_2C_6H_3I(HTBTI),产率65%。HTBTI与Li-t-Bu锂化得到Li(Et 2 O)2 HTBT,由其制备HTBTSH、HTBTN 3、HTBTNH 2和HTBTOH。W(OHTBT)2Cl 4的X射线结构表明,两个HTBTO配体是相互反式的,其中一个HTBTO上的t-Bu 3C 6 H2基团与另一个HTBTO上的t-Bu 3C 6 H2基团相互交叉。
A "double benzyne" reaction between 1,3-dichloro-2-iodobenzene and 2,4,6-t-Bu3C6H2MgBr followed by the addition of iodine led to 2,6-(2,4,6-t-Bu3C6H2)2C6H3I (HTBTI) in 65% yield. Lithiation of HTBTI with Li-t-Bu gave Li(Et2O)2HTBT from which HTBTSH, HTBTN3, HTBTNH2, and HTBTOH were prepared. An X-ray structure of W(OHTBT)2Cl4 shows that the two HTBTO ligands are trans to one another with the t-Bu3C6H2 groups on one HTBTO interdigitated with the t-Bu3C6H2 groups on the other HTBTO.