A study of the formation and application of new chiral water soluble lanthanoid benzoates using real-time infrared spectroscopy

A range of water soluble lanthanoid benzoate complexes of composition [Ln(Bz)3(H2O)n] (Ln = La, Gd, Ho and Yb; Bz = 3,5-bis ((R)-2,3-dihydroxypropoxy) benzoate and 3,4,5-tris((R)-2,3-dihydroxypropoxy) benzoate) have been prepared by reaction of lanthanoid bicarbonates with three equivalents of the c...

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Main Authors: Andrews, P., Fraser, B., Gee, W., Giera, D., Junk, P., Massi, Massimiliano, Tuck, K.
Format: Journal Article
Published: PERGAMON-ELSEVIER SCIENCE LTD 2010
Subjects:
Online Access:http://hdl.handle.net/20.500.11937/15798
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author Andrews, P.
Fraser, B.
Gee, W.
Giera, D.
Junk, P.
Massi, Massimiliano
Tuck, K.
author_facet Andrews, P.
Fraser, B.
Gee, W.
Giera, D.
Junk, P.
Massi, Massimiliano
Tuck, K.
author_sort Andrews, P.
building Curtin Institutional Repository
collection Online Access
description A range of water soluble lanthanoid benzoate complexes of composition [Ln(Bz)3(H2O)n] (Ln = La, Gd, Ho and Yb; Bz = 3,5-bis ((R)-2,3-dihydroxypropoxy) benzoate and 3,4,5-tris((R)-2,3-dihydroxypropoxy) benzoate) have been prepared by reaction of lanthanoid bicarbonates with three equivalents of the corresponding optically active benzoic acid in water. Application of [Ln(Bz)3(H2O)n] as asymmetric catalysts for epoxide ring opening reactions has been investigated using styrene oxide, showing complete conversion after 20 h, albeit with no significant enantiomeric excess observed. The formation of the lanthanoid complexes and subsequent catalytic conversion of styrene oxide to phenylethane-1,2-diol were monitored using real-time infrared (RTIR) spectroscopy, yielding information about reaction pathways and intermediates.
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institution Curtin University Malaysia
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publishDate 2010
publisher PERGAMON-ELSEVIER SCIENCE LTD
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spelling curtin-20.500.11937-157982017-09-13T16:01:26Z A study of the formation and application of new chiral water soluble lanthanoid benzoates using real-time infrared spectroscopy Andrews, P. Fraser, B. Gee, W. Giera, D. Junk, P. Massi, Massimiliano Tuck, K. Lanthanoid In situ IR Rare earth Carboxylates Ring-opening A range of water soluble lanthanoid benzoate complexes of composition [Ln(Bz)3(H2O)n] (Ln = La, Gd, Ho and Yb; Bz = 3,5-bis ((R)-2,3-dihydroxypropoxy) benzoate and 3,4,5-tris((R)-2,3-dihydroxypropoxy) benzoate) have been prepared by reaction of lanthanoid bicarbonates with three equivalents of the corresponding optically active benzoic acid in water. Application of [Ln(Bz)3(H2O)n] as asymmetric catalysts for epoxide ring opening reactions has been investigated using styrene oxide, showing complete conversion after 20 h, albeit with no significant enantiomeric excess observed. The formation of the lanthanoid complexes and subsequent catalytic conversion of styrene oxide to phenylethane-1,2-diol were monitored using real-time infrared (RTIR) spectroscopy, yielding information about reaction pathways and intermediates. 2010 Journal Article http://hdl.handle.net/20.500.11937/15798 10.1016/j.poly.2010.02.024 PERGAMON-ELSEVIER SCIENCE LTD restricted
spellingShingle Lanthanoid
In situ IR
Rare earth
Carboxylates
Ring-opening
Andrews, P.
Fraser, B.
Gee, W.
Giera, D.
Junk, P.
Massi, Massimiliano
Tuck, K.
A study of the formation and application of new chiral water soluble lanthanoid benzoates using real-time infrared spectroscopy
title A study of the formation and application of new chiral water soluble lanthanoid benzoates using real-time infrared spectroscopy
title_full A study of the formation and application of new chiral water soluble lanthanoid benzoates using real-time infrared spectroscopy
title_fullStr A study of the formation and application of new chiral water soluble lanthanoid benzoates using real-time infrared spectroscopy
title_full_unstemmed A study of the formation and application of new chiral water soluble lanthanoid benzoates using real-time infrared spectroscopy
title_short A study of the formation and application of new chiral water soluble lanthanoid benzoates using real-time infrared spectroscopy
title_sort study of the formation and application of new chiral water soluble lanthanoid benzoates using real-time infrared spectroscopy
topic Lanthanoid
In situ IR
Rare earth
Carboxylates
Ring-opening
url http://hdl.handle.net/20.500.11937/15798