Infrared and Photoacoustic Spectroscopic Studies of a Silica-immobilized β-Diketone

Authors: Kendall, D.S.1; Leyden, D.E.2; Burggraf, L.W.1; Pern, F.J.1

Source: Applied Spectroscopy, Volume 36, Issue 4, Pages 339-473 (July/August 1982) , pp. 436-440(5)

Publisher: Society for Applied Spectroscopy

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Abstract:

Infrared and photoacoustic spectroscopies have in combination produced useful information about an immobilized β-diketone, formed by the reaction of acetylacetone with p-chloromethyl-phenyltrimethoxysilane previously immobilized on silica. Evidence confirming the synthesis of immobilized 3-benzyl-2,4-pentanedione is presented. Comparisons with 3-benzyl-2,4-pentanedione, a model for the surface bonded ligand, were valuable. The bound β-diketone is largely in the keto tautomer on the surface. The photoacoustic spectrum shows that the remainder is in the form of an intermolecular hydrogen-bonded enol. In basic solution the enolate ion and metal-enolate complexes can be formed. Infrared spectra show that the keto form can bind metals in acidic solutions.

Keywords: Infrared spectrometry; Photoacoustic spectrometry; Surface studies

Document Type: Research article

DOI: http://dx.doi.org/10.1366/0003702824639772

Affiliations: 1: Department of Chemistry, University of Denver, Denver, Colorado 80208 2: Department of Chemistry, University of Denver, Denver, Colorado 80208; present address: Department of Chemistry, Colorado State University, Fort Collins, CO 80523

Publication date: 1982-07-01

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