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Only fully substituted α-aminonitrile compounds displayed a propensity to undergo a retro-Strecker reaction. To avoid decomposition, compounds were purified using basic aluminia flash chromatography and characterized in d6-benzene
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Details are provided in the Supporting Information section
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Details are provided in the Supporting Information section.
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61349085174
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Geometry optimizations were performed with B3LYP/6-31G* as implemented in Gaussian 03. Minima were characterized by their vibrational frequencies. The transition states were characterized by vibrational frequency calculations as well as internal reaction coordinate calculations. The energies reported are enthalpies without zero-point corrections. Transition state geometries and the full Gaussian 03 reference is included in the Supporting Information section.
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Geometry optimizations were performed with B3LYP/6-31G* as implemented in Gaussian 03. Minima were characterized by their vibrational frequencies. The transition states were characterized by vibrational frequency calculations as well as internal reaction coordinate calculations. The energies reported are enthalpies without zero-point corrections. Transition state geometries and the full Gaussian 03 reference is included in the Supporting Information section.
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53
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The relative energy between the two transition states in Figure 1 is unreasonably large, but the actual values are unlikely to be very accurate because of the complete neglect of solvation in these calculations.
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The relative energy between the two transition states in Figure 1 is unreasonably large, but the actual values are unlikely to be very accurate because of the complete neglect of solvation in these calculations.
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