Assignment7answers - CHM 3120 Assignment 7 Answers 1 Give the product of the following transformations a N N O OMe N O OMe 0.0 12.7 9.0 Best

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CHM 3120 Assignment 7 Answers 1. Give the product of the following transformations. OMe O OMe O OMe O N N N N O N N CO 2 Me N N HOMO O N N NH O NNN Ph N N N O N N N HOMO + a) + b) LUMO Energies -9.0 1.8 -10.9 0.0 12.7 9.0 Best overlap is HOMO of dipole and LUMO of dipolarophille Coefficients 1.57 0.37 Match coefficients to give product LUMO Energies -9.5 -0.2 -10.9 0.0 10.7 9.5 Best overlap is HOMO of dipole and LUMO of dipolarophille Coefficients 1.55 0.72 Match coefficients to give product
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N O O Ph N O OMe O c) + d) HOMO LUMO Energies -9.7 -0.5 -9.0 3.0 8.5 12.7 Best overlap is LUMO of dipole and HOMO of dipolarophille Coefficients Match coefficients to give product O N O O N O 0.98 0.32 O N O HOMO LUMO Energies -10.0 -1.0 -10.9 0.0 9.9 10.0 Best overlap is LUMO of dipole and HOMO of dipolarophille Coefficients Match coefficients to give product OMe O Ph N O OMe O Ph N O 1.18 0.17 O N CO 2 Me Ph 2. Use orbital symmetry to explain the formation of the cis product in this reaction.
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O PPh 3 I OTBS 1) BuLi 2) O O O O Ph EtS EtS O OTBS O O Ph O EtS EtS PPh 3 R 1 H BuLi PPh 3 R 1 O R 2 O Ph 3 P R 1 R 2 R 1 R 2 cis PPh 3 H R 1 H R 2 O Ph 3 P H R 1 H R 2 O Ph 3 PO R 1 H H R 2 3. Account for the rate acceleration noted in the following reaction.
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This note was uploaded on 12/11/2009 for the course CHM Chm3120 taught by Professor Olgilvie during the Spring '09 term at University of Ottawa.

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Assignment7answers - CHM 3120 Assignment 7 Answers 1 Give the product of the following transformations a N N O OMe N O OMe 0.0 12.7 9.0 Best

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