Citation: Yang Liu, Zhong-Zhi Yang, Dong-Xia Zhao. Rationalization of regioselectivity of electrophilic substitution reaction for cyclic compounds in terms of D_pb values[J]. Chinese Chemical Letters, ;2015, 26(5): 553-556. doi: 10.1016/j.cclet.2014.12.013 shu

Rationalization of regioselectivity of electrophilic substitution reaction for cyclic compounds in terms of D_pb values

1.
School of Chemistry and Chemical Engineering, Liaoning Normal University, Dalian 116029, China

Corresponding author: Zhong-Zhi Yang, Dong-Xia Zhao,
Received Date: 25 September 2014
Available Online: 15 December 2014
Fund Project:

Accepted theories predict that substitution reactions are controlled by the electronic nature of the attacked site for electrophilic aromatic substitution. Here it is shown that in addition the bond strength of the broken bond may also influence the regioselectivity of the substitution reaction, and that the D_pb is a good indicator of the strength of a chemical bond. The D_pb denotes the depth of the potential acting on one electron in amolecule at the bond center (bc). In this letter, the values of D_pb along the C-H and N-H bonds have been investigated, and it is demonstrated that for aromatic compounds, the regioselectivity of the electrophilic substitution can well be rationalized in terms of D_pb values.
- D_pb,
- Substitution reaction,
- Regioselectivity,
- Bond strength
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1.
沈阳化工大学材料科学与工程学院沈阳 110142

Rationalization of regioselectivity of electrophilic substitution reaction for cyclic compounds in terms of Dpb values

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通讯作者: 陈斌, bchen63@163.com

Rationalization of regioselectivity of electrophilic substitution reaction for cyclic compounds in terms of D_pb values