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Phenalamide A2 belongs to a class of natural products that
Chapter 1, Problem 1.73(choose chapter or problem)
Phenalamide \(\mathrm{A}_{2}\) belongs to a class of natural products that are of interest because of their antibiotic, antifungal, and antiviral activity. In the first total synthesis of this compound, the following boronate ester was utilized (Org. Lett. 1999, 1, 1713–1715):
(a) Determine the hybridization state of the boron atom.
(b) Predict the O-B-O bond angle and then suggest a reason why the actual bond angle might deviate from the predicted value in this case.
(c) The lone pairs have not been drawn. Draw all of them. (Hint: Note that the structure has no formal charges.)
Questions & Answers
QUESTION:
Phenalamide \(\mathrm{A}_{2}\) belongs to a class of natural products that are of interest because of their antibiotic, antifungal, and antiviral activity. In the first total synthesis of this compound, the following boronate ester was utilized (Org. Lett. 1999, 1, 1713–1715):
(a) Determine the hybridization state of the boron atom.
(b) Predict the O-B-O bond angle and then suggest a reason why the actual bond angle might deviate from the predicted value in this case.
(c) The lone pairs have not been drawn. Draw all of them. (Hint: Note that the structure has no formal charges.)
ANSWER:Step 1 of 4
Hybridization deals with the combination of orbitals that are involved in bond formation. The parameters like bond angles and molecular structure are governed by analyzing the hybridization of the central atom.