A Direct Synthesis of a Strongly Zwitterionic 6,6 '-Diaminofulvalene

作者:Schmid Dominic; Seyboldt Alexander; Kunz Doris*
来源:Zeitschrift Fur Naturforschung Section B-a Journal of Chemical Sciences, 2014, 69(5): 580-588.
DOI:10.5560/ZNB.2014-4015

摘要

Upon reaction of the dipyrido-anellated guanidinium salt 1 with one equivalent of CpNa we were able to synthesize the dipyrido-anellated diaminofulvalene 4 in one step in 33% isolated yield. This shortens the initial route that applies a literature-known fulvalene synthesis via uronium salt 3 by two steps and avoids the need for a sacrificial equivalent of CpNa. Although the X-ray structure analysis reveals a shorter exocyclic double bond than observed in the diaminofulvalene V, a theoretical analysis based upon DFT calculations shows a stronger zwitterionic character for the dipyridofulvalene 4.

  • 出版日期2014-5