6. Indicate the reaction chemistry and draw the most probable reactant for the reaction below: 1. BH 2. Pd(PPH3)4; Br

Organic Chemistry: A Guided Inquiry
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ISBN:9780618974122
Author:Andrei Straumanis
Publisher:Andrei Straumanis
Chapter5: Resonance
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**Educational Content: Identification of Reaction Chemistry**

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**Question:**

Indicate the reaction chemistry and draw the most probable reactant for the reaction below:

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**Explanation with Reaction Scheme:**

The reaction involves a Suzuki coupling, which is a cross-coupling reaction widely used in organic chemistry. Here is the detailed reaction scheme and the corresponding components:

1. **Reagents Involved:**
   - On the left side, the first reactant is a compound with a boronic acid group (-BH), substituted on a benzene ring.
   - Below this molecule, the second reactant is a compound with a bromine substituent (Br) on a furan ring.
   - The catalyst used in this reaction is Pd(PPh₃)₄.

2. **Reaction Arrow:** Indicates the direction of the reaction from the reactants to the product.

3. **Product:** The resulting product is a compound with a benzene ring and a furan ring, connected by a carbon-carbon double bond, with a carbonyl group (C=O) on the benzene ring.

Below is the step-by-step process:

**Step 1**:
- The boronic acid compound undergoes activation.

**Step 2**:
- The palladium catalyst facilitates the cross-coupling with the brominated furan compound.

The successful completion of the Suzuki reaction leads to the formation of the final product.

**Reaction Illustration:**

[Reactant 1: Benzene ring with a boronic acid group]
           +
[Reactant 2: Furan ring with a bromine substituent]
              
  → *Pd(PPh₃)₄* 
              
[Product: Benzene ring connected via a carbon-carbon double bond to a furan ring with a carbonyl group on the benzene ring]

---

This transformation demonstrates the power of the Suzuki coupling in forming C-C bonds to assemble complex molecular structures, which are frequently seen in natural products and pharmaceuticals.
Transcribed Image Text:**Educational Content: Identification of Reaction Chemistry** --- **Question:** Indicate the reaction chemistry and draw the most probable reactant for the reaction below: --- **Explanation with Reaction Scheme:** The reaction involves a Suzuki coupling, which is a cross-coupling reaction widely used in organic chemistry. Here is the detailed reaction scheme and the corresponding components: 1. **Reagents Involved:** - On the left side, the first reactant is a compound with a boronic acid group (-BH), substituted on a benzene ring. - Below this molecule, the second reactant is a compound with a bromine substituent (Br) on a furan ring. - The catalyst used in this reaction is Pd(PPh₃)₄. 2. **Reaction Arrow:** Indicates the direction of the reaction from the reactants to the product. 3. **Product:** The resulting product is a compound with a benzene ring and a furan ring, connected by a carbon-carbon double bond, with a carbonyl group (C=O) on the benzene ring. Below is the step-by-step process: **Step 1**: - The boronic acid compound undergoes activation. **Step 2**: - The palladium catalyst facilitates the cross-coupling with the brominated furan compound. The successful completion of the Suzuki reaction leads to the formation of the final product. **Reaction Illustration:** [Reactant 1: Benzene ring with a boronic acid group]            + [Reactant 2: Furan ring with a bromine substituent]                  → *Pd(PPh₃)₄*                [Product: Benzene ring connected via a carbon-carbon double bond to a furan ring with a carbonyl group on the benzene ring] --- This transformation demonstrates the power of the Suzuki coupling in forming C-C bonds to assemble complex molecular structures, which are frequently seen in natural products and pharmaceuticals.
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