TY - JOUR
T1 - A tripodal peptidic titanium phosphonate as a homochiral porous solid medium for the heterogeneous enantioselective hydration of epoxides
AU - Milo, Anat
AU - Neumann, Ronny
PY - 2010/9/10
Y1 - 2010/9/10
N2 - A porous, homochiral titanium-phosphonate material based on a tripodal peptide scaffold was used as a heterogeneous reaction medium for the enantioselective hydration (>99%) of styrene oxide. This titanium-phosphonate material, which was shown to contain confined chiral spaces, was prepared by polymerization of L-leucine onto a tris(2-aminoethyl)amine initiator, followed by capping with phosphonate groups and completed by non-aqueous condensation with titanium isopropoxide. Circular dichroism confirmed that the peptide tethers yielded a secondary structure. X-ray powder diffraction and transmission electron microscopy supported by a semi-empirical model showed the likely formation of a porous, lamellar material that was quantified by nitrogen adsorption.
AB - A porous, homochiral titanium-phosphonate material based on a tripodal peptide scaffold was used as a heterogeneous reaction medium for the enantioselective hydration (>99%) of styrene oxide. This titanium-phosphonate material, which was shown to contain confined chiral spaces, was prepared by polymerization of L-leucine onto a tris(2-aminoethyl)amine initiator, followed by capping with phosphonate groups and completed by non-aqueous condensation with titanium isopropoxide. Circular dichroism confirmed that the peptide tethers yielded a secondary structure. X-ray powder diffraction and transmission electron microscopy supported by a semi-empirical model showed the likely formation of a porous, lamellar material that was quantified by nitrogen adsorption.
KW - Catalyst design
KW - Enantioselectivity
KW - Hydrolysis
KW - Organic-inorganic composites
KW - Peptides
UR - http://www.scopus.com/inward/record.url?scp=77956899433&partnerID=8YFLogxK
U2 - 10.1002/adsc.201000373
DO - 10.1002/adsc.201000373
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AN - SCOPUS:77956899433
SN - 1615-4150
VL - 352
SP - 2159
EP - 2165
JO - Advanced Synthesis and Catalysis
JF - Advanced Synthesis and Catalysis
IS - 13
ER -