Structural information from the alkene region
المؤلف:
Jonathan Clayden , Nick Greeves , Stuart Warren
المصدر:
ORGANIC CHEMISTRY
الجزء والصفحة:
ص280-281
2025-05-20
437
Alkene protons on different carbon atoms can obviously be different if the carbon atoms themselves are different and we have just seen examples of that. Alkene protons can also be different if they are on the same carbon atom. All that is necessary is that the substituents at the other end of the double bond should themselves be different. The silyl enol ether and the unsaturated ester below both fit into this category. The protons on the double bond must be different, because each is cis to a different group. We may not be able to assign which is which, but the difference alone tells us something. The third compound is an interesting case: the different shifts of the two protons on the ring prove that the N–Cl bond is at an angle to the C=N bond. If it were in line, the two hydrogens would be identical. The other side of the C=N bond is occupied by a lone pair and the nitrogen atom is trigonal (sp2 hybridized).

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