Lecture 5

Question 1

Steric requirements for the Heck Reaction?

Answer 1

Metal and H must be sun for the beta hydride elimination

Question 2

RX requirements for the heck reaction

Answer 2

• no beta hydrogen

- as for simple coupling reactions

Question 3

R2-alkene for Heck

Answer 3

• versatile
• mono/di/tri substituted
• any electron density (poor/rich/neutral)
• neutral can cause regiochemical problems

Question 4

Base for Heck

Answer 4

• mild
• NaOAc
• K2CO3
• Et3N

Question 5

Considerations for intramolecular Heck

Answer 5

• Getting spp hydrogens can be tricky

- 2 axial components is sufficient in rings

Question 6

Reasons for LiCl use in oxidative heck reactions

Answer 6

• to provide Cl to act as Pd ligands and prevent Pd (0) deactivation
• to induce the in situ formation of chloro-binding complexes which are more reactive in carbopalladation steps