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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

Bukhryakov, Konstantin V;
Schrock, Richard R;
Hoveyda, Amir H;
Müller, Peter;
Becker, Jonathan

UC Riverside Previously Published Works (2017)

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.

Cover page: 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

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