Explain why A cross couples with the aryl iodide, rather than two molecules of A coupling together (select all that apply): Rather, it prefers to cross couple with the ortho-nitro aryl iodide. O Compound A contains both an aryl bromide group and an aryl boronic acid group, yet it does not react with itself und these condition This is likely due to the fact that aryl iodides participate much faster in Suzuki cross coupling reactions than aryl bromides.

Organic Chemistry
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Author:John E. McMurry
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Chapter19: Aldehydes And Ketones: Nucleophilic Addition Reactions
Section19.SE: Something Extra
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Explain why A cross couples with the aryl iodide, rather than two molecules of A coupling together (select all that apply):
Rather, it prefers to cross couple with the ortho-nitro aryl iodide.
Compound A contains both an aryl bromide group and an aryl boronic acid group, yet it does not react with itself under
these condition
O This is likely due to the fact that aryl iodides participate much faster in Suzuki cross coupling reactions than aryl
bromides.
O Rather, it prefers to cross couple with the para-nitro aryl iodide.
O Compound A contains only a boronic acid group but also aryl group is necessary to coupling together.
O This is likely due to the fact that aryl bromides participate much faster in Suzuki cross coupling reactions than aryl
iodides.
Transcribed Image Text:Explain why A cross couples with the aryl iodide, rather than two molecules of A coupling together (select all that apply): Rather, it prefers to cross couple with the ortho-nitro aryl iodide. Compound A contains both an aryl bromide group and an aryl boronic acid group, yet it does not react with itself under these condition O This is likely due to the fact that aryl iodides participate much faster in Suzuki cross coupling reactions than aryl bromides. O Rather, it prefers to cross couple with the para-nitro aryl iodide. O Compound A contains only a boronic acid group but also aryl group is necessary to coupling together. O This is likely due to the fact that aryl bromides participate much faster in Suzuki cross coupling reactions than aryl iodides.
By virtue of noncovalent n-n interactions, compound 1 represents a novel blue-transparent frequency doubler that has proven useful
in the field of nonlinear optics. Compound 1 can be prepared via sequential Suzuki cross-coupling reactions. (Angew. Chem. Int. Ed.
1995, 34, 1485-1488.) First, compound A is treated with an aryl iodide to give compound B, which is then treated with an aryl boronic
acid to produce compound 1.
88:8
OMe
-Br
OH
-NO2
-B'
OH
A
Draw structures for the requisite aryl iodide, boronic acid, and compound B.
Draw Your Solution
Transcribed Image Text:By virtue of noncovalent n-n interactions, compound 1 represents a novel blue-transparent frequency doubler that has proven useful in the field of nonlinear optics. Compound 1 can be prepared via sequential Suzuki cross-coupling reactions. (Angew. Chem. Int. Ed. 1995, 34, 1485-1488.) First, compound A is treated with an aryl iodide to give compound B, which is then treated with an aryl boronic acid to produce compound 1. 88:8 OMe -Br OH -NO2 -B' OH A Draw structures for the requisite aryl iodide, boronic acid, and compound B. Draw Your Solution
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