TY - JOUR
T1 - Doped sol-gel materials as heterogeneous reagents for organic synthesis
AU - Sarussi, Lili
AU - Blum, Jochanan
AU - Avnir, David
PY - 2000/12
Y1 - 2000/12
N2 - We advance the use of reactive doped sol-gel materials as heterogeneous reagents for organic-chemistry synthesis. Three approaches were demonstrated with SiO2-based materials: Direct physical entrapment of the organic reagent; in-situ generation of an inorganic reagent within the matrix; and covalent attachment of the reagent to the matrix. With the first, entrapped p-toluenesulfonic acid facilitated the 100% yield esterification of benzoic acid with 1-pentanol, and the 100% dehydration of 1-tetralol to 1,2-dihydronaphthalene; with the second approach, a sol-gel oxidant, SiO2/MnO2 was used to convert benzyl alcohol to benzaldehyde and 1-tetralol to 1-tetralone; and with the third, anchored propylamine facilitated dehydrobromination reactions resulting in double-bond formation. Several other reactions with these reagents are described, and their reactivities analyzed.
AB - We advance the use of reactive doped sol-gel materials as heterogeneous reagents for organic-chemistry synthesis. Three approaches were demonstrated with SiO2-based materials: Direct physical entrapment of the organic reagent; in-situ generation of an inorganic reagent within the matrix; and covalent attachment of the reagent to the matrix. With the first, entrapped p-toluenesulfonic acid facilitated the 100% yield esterification of benzoic acid with 1-pentanol, and the 100% dehydration of 1-tetralol to 1,2-dihydronaphthalene; with the second approach, a sol-gel oxidant, SiO2/MnO2 was used to convert benzyl alcohol to benzaldehyde and 1-tetralol to 1-tetralone; and with the third, anchored propylamine facilitated dehydrobromination reactions resulting in double-bond formation. Several other reactions with these reagents are described, and their reactivities analyzed.
UR - http://www.scopus.com/inward/record.url?scp=0034476646&partnerID=8YFLogxK
U2 - 10.1023/A:1008774219017
DO - 10.1023/A:1008774219017
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AN - SCOPUS:0034476646
SN - 0928-0707
VL - 19
SP - 17
EP - 22
JO - Journal of Sol-Gel Science and Technology
JF - Journal of Sol-Gel Science and Technology
IS - 1-3
T2 - 10th International Workshop pn Glass and Ceramics, Hybrids and Nanocomposites from Gels
Y2 - 20 September 1999 through 24 September 1999
ER -