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The dipole-LUMO-dipolarophile-HOMO energy gaps (given over the solid arrows in Figure 4) are option A (0.420 eV, methyl propiolate, option B (0.413 eV, N-methylpropiolamide, option C (0.373 eV, N-methylacrylamide, and option D (0.395 eV, methyl acrylate, The dipole-HOMO-dipolarophile-LUMO energy gaps, given parenthetically over the dashed arrows in Figure 4, are all larger than the dipole-LUMO-dipolarophile- HOMO energy gaps. That said, there are subtle differences between the calculated HOMO-LUMO energy gaps that are dominating the dipole-dipolarophile interactions, b) For all the other HOMOs observed for the dipolarophiles, the alkene or alkyne is not conjugated into the carbonyl. For comparative consistency, a molecular orbital where the alkyne is not conjugated into the carbonyl was located at HOMO-1. Regardless of whether the system utilizes the HOMO or HOMO-1, the dipole-LUMO-dipolarophile-HOMO interaction still has a smaller energy gap tha
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(a) The dipole-LUMO-dipolarophile-HOMO energy gaps (given over the solid arrows in Figure 4) are option A (0.420 eV, methyl propiolate); option B (0.413 eV, N-methylpropiolamide); option C (0.373 eV, N-methylacrylamide); and option D (0.395 eV, methyl acrylate). The dipole-HOMO-dipolarophile-LUMO energy gaps, given parenthetically over the dashed arrows in Figure 4, are all larger than the dipole-LUMO-dipolarophile- HOMO energy gaps. That said, there are subtle differences between the calculated HOMO-LUMO energy gaps that are dominating the dipole-dipolarophile interactions. (b) For all the other HOMOs observed for the dipolarophiles, the alkene or alkyne is not conjugated into the carbonyl. For comparative consistency, a molecular orbital where the alkyne is not conjugated into the carbonyl was located at HOMO-1. Regardless of whether the system utilizes the HOMO or HOMO-1, the dipole-LUMO-dipolarophile-HOMO interaction still has a smaller energy gap than the dipole-HOMO-dipolarophile-LUMO interaction.
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A nice solid phase synthesis of 3-substituted 4,5-dihydroisoxazole-5- carboxylic acids 12 has been reported. See: Cheng, J. P.; Mjalli, A. M. M. Tetrahedron Lett. 1998, 39, 939.
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A nice solid phase synthesis of 3-substituted 4,5-dihydroisoxazole-5- carboxylic acids 12 has been reported. See: Cheng, J. P.; Mjalli, A. M. M. Tetrahedron Lett. 1998, 39, 939.
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