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1H-NMR for conformation elucidation

by amattiol
Tags: 1hnmr, conformation, elucidation
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Apr16-14, 07:42 PM
P: 8
I have having some difficulty determining the conformer and assigning H-NMR peaks for a compound with a N,N-diisopropylacetamidine (R-NH-C(CH3)N(2[CH[2(CH3)]])... essentially a diisopropylamine added to CH3CN (ACN). my H-NMR spectrum (at room temp) in CD3CN consists of:
I have assigned all but the singlets

B singlet at 5.8ppm R-NH
B septet at 4.00 CH connected to the N of the diisopropylamine
singlet 2.37
singlet 2.15

TMS at 1.98
doublet at 1.26ppm methyls from the isopropyl
Very B singlet -4.9 μ-BHB

The E conformation is suspected based on theory and steric repulsions, but i cannot justify it from any of the NMR data I have (1H, variable temp 13C, or 11B)

my best guess in regards to those singles is that both E and unfavorable Z conformations exist in solution.

Any help would be greatly appreciated.
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Greg Bernhardt
May4-14, 10:13 PM
Greg Bernhardt's Avatar
P: 9,563
I'm sorry you are not generating any responses at the moment. Is there any additional information you can share with us? Any new findings?

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