The reaction sequence below allows for the preparation of novel liquid crystalline materials using a series of organometallic reactions. The arylium shown is converted to organozinc **A**. This compound then undergoes Negishi coupling with an organic electrophile containing a tributylstannyl 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**.**Diagram Explanation:**- The scheme begins with a thiophene-derived arylium compound containing a lithium group (Li) and an alkyl chain (C₉H₁₉). This reacts with ZnCl₂ to produce compound **A**.- Compound **A** is an organozinc derivative.- In the presence of Pd(PPh₃)₄ and THF at room temperature, compound **A** undergoes Negishi coupling with an organic bromide containing a tributylstannyl (Bu₃Sn) group to form compound **B**.- Compound **B** then undergoes a Stille coupling reaction with another brominated thiophene in the presence of Pd(PPh₃)₄ and DMF at temperatures of 130-140 °C to produce compound **C**.A box shows the structure of compound **A**, with a zinc-bound thiophene ring attached to an alkyl chain (C₉H₁₉).**Draw the structure of compound A:**The structure of compound **A** is depicted in a red box, showing a zinc-bound thiophene ring with the following details:- A sulfur atom (S) in the ring- An alkyl chain (C₉H₁₉)- The zinc (Zn) is bonded to the sulfur in the thiophene ring.

Given reactant is aryllithium. It reacts with ZnCl2 and gives an organozinc compound A. A then…

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.

Chemistry

10th Edition

ISBN:9781305957404

Author:Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCoste

Publisher:Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCoste

Chapter1: Chemical Foundations

Section: Chapter Questions

Problem 1RQ: Define and explain the differences between the following terms. a. law and theory b. theory and...

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Question

The reaction sequence below allows for the preparation of novel liquid crystalline materials using a series of organometallic reactions. The arylium shown is converted to organozinc **A**. This compound then undergoes Negishi coupling with an organic electrophile containing a tributylstannyl 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**.

**Diagram Explanation:**

- The scheme begins with a thiophene-derived arylium compound containing a lithium group (Li) and an alkyl chain (C₉H₁₉). This reacts with ZnCl₂ to produce compound **A**.

- Compound **A** is an organozinc derivative.

- In the presence of Pd(PPh₃)₄ and THF at room temperature, compound **A** undergoes Negishi coupling with an organic bromide containing a tributylstannyl (Bu₃Sn) group to form compound **B**.

- Compound **B** then undergoes a Stille coupling reaction with another brominated thiophene in the presence of Pd(PPh₃)₄ and DMF at temperatures of 130-140 °C to produce compound **C**.

A box shows the structure of compound **A**, with a zinc-bound thiophene ring attached to an alkyl chain (C₉H₁₉).

**Draw the structure of compound A:**

The structure of compound **A** is depicted in a red box, showing a zinc-bound thiophene ring with the following details:
- A sulfur atom (S) in the ring
- An alkyl chain (C₉H₁₉)
- The zinc (Zn) is bonded to the sulfur in the thiophene ring.

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