Abstract
AbstractIn this paper, authors report on 1‐pyridyl‐2‐arylethenes, 1‐furyl‐2‐arylethylenes, 1,2‐diphenylpropylenes and substituted cinnamyl anilines as stilbene‐like model compounds to investigate the factors dominating the push‐pull effect of substituents via using the nuclear magnetic resonance chemical shift of bridging bond carbon atoms. It is demonstrated that the maximum push‐pull effect is not always between the strong electron‐donating D and strong electron‐accepting A groups in D‐π‐A compounds. The action mode of push‐pull effect of substituents in D‐π‐A compounds is dominated by their molecular parent structure. The contribution of field/inductive effect and conjugative effect of a group to the push‐pull effect is unequal. When the D‐π‐A parent molecule is in a plane, the influence of field/inductive effect of a group on the push‐pull effect is greater than or close to that of its conjugative effect does. Although the parent molecule is sterically twisted, the push‐pull effect is mainly dependent on the conjugative effect of a group. The results of this paper can provide us a new insight into the push‐pull effect of substituents.
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