Solid-state electronic absorption, fluorescence and C-13 CPMAS NMR spectroscopic study of thermo- and photo-chromic aromatic Schiff bases

S H Alarcon, A C Olivieri, A Nordon, R K Harris

Research output: Contribution to journalArticle

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Abstract

Solid-state electronic absorption, fluorescence emission and C-13 CPMAS spectroscopies have been applied to a series of aromatic Schiff bases displaying both ground and excited state intramolecular proton transfer phenomena. All the results can be explained on the basis of a thermal equilibrium between enolimine and keto-enamine tautomeric forms in the crystalline state. Most of the studied compounds are thermochromic. However, a few are photochromic. The carbon-13 NMR data in the solid state show, in general, residual (C-13,N-14) dipolar coupling effects. In certain cases, however, where fast proton transfer occurs in the ground state, these effects are shown to be self-decoupled.

LanguageEnglish
Pages2293-2296
Number of pages4
JournalJournal of the Chemical Society, Perkin Transactions 2
Issue number11
DOIs
Publication statusPublished - Nov 1996

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Proton transfer
Schiff Bases
Electronic states
Ground state
Fluorescence
Nuclear magnetic resonance
Excited states
Carbon
Spectroscopy
Crystalline materials
Hot Temperature

Keywords

  • intramolecular proton-transfer
  • tautomerism
  • optical properties
  • crystals
  • anils
  • N hydrogen-bonded centrosymmetric dimers

Cite this

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Solid-state electronic absorption, fluorescence and C-13 CPMAS NMR spectroscopic study of thermo- and photo-chromic aromatic Schiff bases. / Alarcon, S H ; Olivieri, A C ; Nordon, A ; Harris, R K .

In: Journal of the Chemical Society, Perkin Transactions 2, No. 11, 11.1996, p. 2293-2296.

Research output: Contribution to journalArticle

TY - JOUR

T1 - Solid-state electronic absorption, fluorescence and C-13 CPMAS NMR spectroscopic study of thermo- and photo-chromic aromatic Schiff bases

AU - Alarcon, S H

AU - Olivieri, A C

AU - Nordon, A

AU - Harris, R K

PY - 1996/11

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KW - intramolecular proton-transfer

KW - tautomerism

KW - optical properties

KW - crystals

KW - anils

KW - N hydrogen-bonded centrosymmetric dimers

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JO - Journal of the Chemical Society, Perkin Transactions 2

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