The reaction sequence below allows for the preparation of novel liquid crystalline materials using a series of organometallic reactions. The aryllithium shown is converted to organozinc A. This compound then undergoes Negishi coupling with an organic electrophile containing a tributyltin group to produce compound B. The tin group survives the mild conditions (room temperature) of this reaction. A subsequent Stille coupling at elevated temperature produces compound C. Draw the structures of compounds A, B, and C. C₂H19 Zn -C₁1H23 Pd(PPH3)4 DMF 130-140 °C Draw the structure of compound A: -C₂H19 Edit Drawing ZnCl₂ B A Bu Sn Pd(PPH3)4 THF room temp.

The reaction sequence below allows for the preparation of novel liquid crystalline materials using a series of organometallic reactions. The aryllithium shown is converted to organozinc A. This compound then undergoes Negishi coupling with an organic electrophile containing a tributyltin group to produce compound B. The tin group survives the mild conditions (room temperature) of this reaction. A subsequent Stille coupling at elevated temperature produces compound C. Draw the structures of compounds A, B, and C. C₂H19 Zn -C₁1H23 Pd(PPH3)4 DMF 130-140 °C Draw the structure of compound A: -C₂H19 Edit Drawing ZnCl₂ B A Bu Sn Pd(PPH3)4 THF room temp.

Organic Chemistry

8th Edition

ISBN:9781305580350

Author:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. Foote

Publisher:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. Foote

Chapter23: Amines

Section: Chapter Questions

Problem 23.37P

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