Olefin Metathesis

2 R–CH=CH–R' ⇌ R–CH=CH–R + R'–CH=CH–R'

Genel Bakış

Olefin metathesis exchanges substituents around carbon-carbon double bonds using a ruthenium or molybdenum carbene catalyst. The mechanism involves [2+2] cycloaddition to form a metallacyclobutane, followed by cycloreversion. Chauvin, Grubbs, and Schrock shared the 2005 Nobel Prize for this reaction.

Günlük Örnek

Ring-closing metathesis is used to produce macrocyclic drug molecules like the hepatitis C drug simeprevir.

Endüstriyel Önemi

Shell's SHOP process uses cross-metathesis to produce alpha-olefins for detergents. Metathesis is transforming pharmaceutical synthesis.

Özellikler

Tür: Organic
Geri Dönüşümlü: Evet
Enerji: Ekzotermik
ΔH: -5,0 kJ/mol
Katalizör: Grubbs catalyst (Ru-based)

İlgili Reaksiyonlar

Swern Oxidation Oxidation of Secondary Alcohol to Ketone Claisen Condensation (Ethyl Acetate) Kolbe Electrolysis Baeyer-Villiger Oxidation Beckmann Rearrangement (Cyclohexanone Oxime) Catalytic Hydrogenation of Ethylene Condensation Polymerization (Nylon 6,6) Cope Rearrangement Epoxidation of Alkenes (mCPBA)

Frequently Asked Questions

What is the equation for Olefin Metathesis?

The balanced equation is: 2 R–CH=CH–R' ⇌ R–CH=CH–R + R'–CH=CH–R'.

What type of reaction is Olefin Metathesis?

Olefin Metathesis is a organic reaction. It is reversible under certain conditions.

Is Olefin Metathesis exothermic or endothermic?

Olefin Metathesis is exothermic (releases energy). The enthalpy change (ΔH) is -5.0 kJ/mol.

What conditions are needed for Olefin Metathesis?

This reaction requires a catalyst (Grubbs catalyst (Ru-based)).