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

被引:13
|
作者
Bukhryakov, Konstantin V. [1 ]
Schrock, Richard R. [1 ]
Hoveyda, Amir H. [2 ]
Mueller, Peter [1 ]
Becker, Jonathan [1 ]
机构
[1] MIT, Dept Chem, Cambridge, MA 02139 USA
[2] Dept Chem, Boston Coll, Merkert Chem Ctr, Chestnut Hill, MA 02467 USA
基金
美国国家卫生研究院;
关键词
OPENING METATHESIS POLYMERIZATION; SELECTIVE CROSS-METATHESIS; ALKYLIDENE COMPLEXES; 2,6-DIMESITYLPHENYLIMIDO LIGAND; OLEFIN METATHESIS; AROMATIC RING; MOLYBDENUM; TERPHENYL; HYDRIDE; CONTAIN;
D O I
10.1021/acs.orglett.7b01062
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
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)(2)C6H3I (HTBTI) in 65% yield. Lithiation of HTBTI with Li-t-Bu gave Li(Et2O)(2)HTBT from which HTBTSH, HTBTN3, HTBTNH2, and HTBTOH were prepared. An X-ray structure of W(OHTBT)(2)Cl-4 shows that the two HTBTO ligands are trans to one another with t-Bu3C6H2; groups on one HTBTO interdigitated with the t-Bu3C6H2 groups on the other HTBTO.
引用
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页码:2607 / 2609
页数:3
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