Synthesis of p-Quinquephenyl from E,E-1,4-Bis(4-bromophenyl)-1,3-butadiene

Abstract

p-Quinquephenyl was synthesized in five steps from E,E-1,4-bis(4-bromophenyl)-1,3-butadiene in 34% overall yield. The butadiene was prepared in six steps from 4-bromobenzaldehyde in 35% overall yield.

Keywords:

• Diels–Alder reaction
• oxidative decarboxylation
• p-quinquephenyl
• p-terphenyl
• Suzuki reaction

ACKNOWLEDGMENTS

The financial support from the In-House Laboratory Independent Research (ILIR) program of the Research and Intelligence Department (NAWCWD) is gratefully acknowledged. Thanks to Dan E. Bliss (NAWCWD) for assistance with the differential scanning calorimeter experiment.

Notes

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