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
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![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.
Li
C
S
Zn-
Br
-C₂H₁9
Pd(PPH3)4
DMF
130-140 °C
C₁1H23
Draw the structure of compound A:
-C₂H19
Edit Drawing
ZnCl₂
B
A
Bu Sn
Br
Pd(PPH3)4
THF
room temp.](/v2/_next/image?url=https%3A%2F%2Fcontent.bartleby.com%2Fqna-images%2Fquestion%2F7084f84f-82e7-4117-8194-b5dbcebead43%2F308f6078-3457-4514-91fc-f4831b844e2d%2F4xpaywx_processed.png&w=3840&q=75)
Transcribed Image Text: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.
Li
C
S
Zn-
Br
-C₂H₁9
Pd(PPH3)4
DMF
130-140 °C
C₁1H23
Draw the structure of compound A:
-C₂H19
Edit Drawing
ZnCl₂
B
A
Bu Sn
Br
Pd(PPH3)4
THF
room temp.
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