Question

Describe the mechanism for the reduction of an alkyne using a dissolving metal reduction. A) What...

Describe the mechanism for the reduction of an alkyne using a dissolving metal reduction.

A) What is unique about this mechanism which we have not seen in any previous mechanism covered in this course?

B) Why is it that this mechanism is stereoselective?

C) What causes it to form only the trans alkene and not the cis?

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Answer #1

14 Len HC -NH Na Repuaion ingle e epair torces em ppesite siodes Sel Na HN

A) This mechanism involves the formation of a radical -anion intermediate.

B) The repulsion between the single electron and the lone pair of electrons forces them to go opposite sides of double bond, thus making only trans product , hence the reaction becomes stereoselective.

C) the electronic repulsions.

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