13C and 1H NMR studies of some aminoarsonium chlorides

✍ Scribed by C. L. Watkins; L. K. Krannich; R. K. Kanjolia; D. K. Srivastava

• Publisher: John Wiley and Sons
• Year: 1989
• Tongue: English
• Weight: 634 KB
• Volume: 27
• Category: Article
• ISSN: 0749-1581
• DOI: 10.1002/mrc.1260270703

✦ Synopsis

I3C and 'H NMR spectral data for a homologous series of tertiary arsines (R,As, where R = Me, Et, n-Pr and Ph), aminoarsines and arsonium and aminoarsonium salts are reported and discussed. In nearly all cases, quaternization of the tertiary arsine to its corresponding arsonium or aminoarsonium salt causes a decrease in the magnitude of 6,. These results are compared with those from an analogous study on the quaternization of tertiary phosphines, R,P. A discussion of the factors that affect the relative magnitudes of 6, and R,As and R,P is given. Hammett-Taft dual substituent parameter analysis was used to show that the positive charge on the arsenic in the aromatic quaternary salts is delocalized by an inductive mechanism. The 'H NMR spectra of the n-propyl-and phenyl-containing compounds are non-first order. The 6, and "J(HH) values were determined by iterative computer analysis. Likewise, the "J(CH) values for the phenyl carbons of [Ph,AsNH,]CI and [Ph,AsNHMelCl were determined from the coupled "C NMR spectra.

KEY WORDS l 3 NMR Tertiary arsine Aminoarsonium ions Arsonium ions Aminoarsines 'H NMR