Regioselective Synthesis of 2- or 2,7-Functionalized Pyrenes via Migration
1College of Chemistry and Molecular Engineering, International Phosphorus Laboratory, International Joint Research Laboratory for Functional Organophosphorus Materials of Henan Province , Zhengzhou University , Zhengzhou 450001 , P. R. China.
Abstract:
A simple method for the preparation of 2- or 2,7-functional pyrenes from 1- or 1,6-substituted derivatives is reported. The synthesis involves the unexpected 1,2-phosphinyl migration in an AlCl3/NaCl melt. The structure of the product has been unambiguously confirmed by X-ray crystallography. We also demonstrated that further functionalization of pyrene through C-P bond activation is possible. These 2,7-positions are difficult to derivatize otherwise.
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