Convenient Synthesis of Monosubstituted Arylferrocenes Using PEG-1000 as Phase-Transfer Catalyst

Abstract

A new approach for the synthesis of monosubstituted arylferrocenes based on the coupling of aryldiazonium salts with ferrocene using PEG-1000 as an efficient phase-transfer catalyst was developed. The present method is applicable to many kinds of substituted aromatic amines, providing good to excellent yields of desired products.

Keywords:

• Aryldiazonium salts
• ferrocene
• monosubstituted arylferrocene
• phase-transfer catalyst

ACKNOWLEDGMENTS

This project is generously supported by the Natural Science Foundation of China (No. 20902044) and the Natural Science Foundation of Inner Mongolia of China (Nos. 200308020103 and 2009BS0204).

Notes

^a Calculated based on the reacted ferrocene 1a.

^b Yield of isolated product after chromatography, calculated based on the reacted ferrocene 1a.

^a Calculated based on the reacted ferrocene 1a.

^b Yield of isolated product after chromatography, calculated based on the reacted ferrocene 1a.

^a Calculated based on the reacted ferrocene 1a.

^b Yield of isolated product after chromatography, calculated based on the reacted ferrocene 1a.