Protonation of phosphoric amides. Molecular orbital calculations on phosphinamide, H2P(O)NH2, and its protonated forms

Tomasz A. Modro, Wie G. Liauw, Michael R. Peterson, I. Csizmadia

Research output: Contribution to journalArticle

17 Citations (Scopus)

Abstract

Ab initio SCF molecular orbital calculations were carried out on the amide H2P(O)NH2 (IV) and its N-protonated H2P(O) NH3+ (V), and O-protonated H2P(OH)NH 2+ (VI) forms using optimized geometries. The total energies as well as bond lengths and angles were obtained for each individual structure. Conjugate acid (VI) was found more stable than (V). The preferred conformations of (VI) involve the syn- and anti-periplanar arrangement of the nitrogen lone pair and the POH group. In order to investigate the possibility of the intramolecular hydrogen bonding in (VI) a potential energy surface involving OH torsion and inversion at nitrogen was generated. The results obtained are related to the reactivity of phosphoric amides under acidic conditions.

Original languageEnglish
Pages (from-to)1432-1436
Number of pages5
JournalJournal of the Chemical Society, Perkin Transactions 2
DOIs
Publication statusPublished - 1979

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Orbital calculations
Protonation
Molecular orbitals
Amides
Nitrogen
Potential energy surfaces
Bond length
Torsional stress
Conformations
Hydrogen bonds
Acids
Geometry

ASJC Scopus subject areas

  • Chemistry(all)

Cite this

Protonation of phosphoric amides. Molecular orbital calculations on phosphinamide, H2P(O)NH2, and its protonated forms. / Modro, Tomasz A.; Liauw, Wie G.; Peterson, Michael R.; Csizmadia, I.

In: Journal of the Chemical Society, Perkin Transactions 2, 1979, p. 1432-1436.

Research output: Contribution to journalArticle

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AU - Modro, Tomasz A.

AU - Liauw, Wie G.

AU - Peterson, Michael R.

AU - Csizmadia, I.

PY - 1979

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