Chapter 26: Q 29. (page 1070)
What ring-closing metathesis product is formed when each substrate is treated with Grubbs catalyst under high-dilution conditions?
a.
b.
c.
Short Answer
Answer
Product of b
Step by step solution
Ring-closing metathesis
Under the reactions of olefinic metathesis, the intramolecular metathesis of the terminal alkenes that form multiple unsaturated rings is called ring-forming metathesis. The cycloalkenes formed are E and Z isomers.
Grubbs catalyst
The series of the transition metal carbenes used especially for olefinic metathesis are the Grubbs catalysts.
Products of the given reaction
Under high-dilution conditions, the Grubbs catalyst favors the intramolecular ring-closing metathesis.
a. A six-membered ring is formed by the intramolecular metathesis. The product is shown below.
Product of a
b. A six-membered ring is formed by the intramolecular metathesis. The product is shown below.
Product of b
c. A five-membered ring is formed by the intramolecular metathesis. The product is shown below.
Product of c
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