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Molecules 2014, 19(3), 3401-3416; doi:10.3390/molecules19033401

Regioselective Electrophilic Aromatic Bromination: Theoretical Analysis and Experimental Verification

1
School of Marine Science and Technology, Harbin Institute of Technology at Weihai, Weihai 264209, China
2
School of Materials Science and Engineering, Harbin Institute of Technology at Weihai, Weihai 264209, China
3
Central Laboratory, College of Chemistry, and Computational Center for Molecular Science, Nankai University, Tianjin 300071, China
*
Authors to whom correspondence should be addressed.
Received: 24 February 2014 / Revised: 10 March 2014 / Accepted: 13 March 2014 / Published: 20 March 2014
View Full-Text   |   Download PDF [352 KB, 18 June 2014; original version 18 June 2014]   |  

Abstract

Electrophilic aromatic bromination is the most common synthetic method used to prepare aryl bromides, which are very useful intermediates in organic synthesis. To understand the experimental results in electrophilic aromatic brominations, ab initio calculations are used here for a tentative analysis of the positional selectivity. The calculated results agree well with the corresponding experimental data, and the reliability of the resulting positional selectivity was verified by the corresponding experimental data. View Full-Text
Keywords: electrophilic aromatic bromination; selectivity; ab initio; natural products electrophilic aromatic bromination; selectivity; ab initio; natural products
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MDPI and ACS Style

Li, H.-J.; Wu, Y.-C.; Dai, J.-H.; Song, Y.; Cheng, R.; Qiao, Y. Regioselective Electrophilic Aromatic Bromination: Theoretical Analysis and Experimental Verification. Molecules 2014, 19, 3401-3416.

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