An efficient preparation of vinamidinium hexafluorophosphate salts

Ian W. Davies, Jean Francois Marcoux, Jimmy Wu, Michael Palucki, Edward G. Corley, Michael A. Robbins, Nancy Tsou, Richard G. Ball, Peter Dormer, Robert D. Larsen, Paul J. Reider

Research output: Contribution to journalArticle

57 Scopus citations

Abstract

Substituted acetic acids or acetyl chlorides react with phosphorus oxychloride in DMF to yield the vinamidinium salts 3a-j in moderate to excellent recrystallized yields (28-90%). The cations are conveniently isolated as their hexafluorophosphate salts, which are easily handled nonhygroscopic solids. The nitro compound 31 is prepared in 91% yield by nitration of the parent vinamidinium 3k. The X-ray crystal structure is reported for the 2-phenyl isomer 3e and displays minimal overlap of the two π-systems.

Original languageEnglish (US)
Pages (from-to)4571-4574
Number of pages4
JournalJournal of Organic Chemistry
Volume65
Issue number15
DOIs
StatePublished - Jul 28 2000
Externally publishedYes

All Science Journal Classification (ASJC) codes

  • Organic Chemistry

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