TY - JOUR
T1 - Toward novel polyacetals by transacetalation techniques
T2 - Dendrimeric diacetals
AU - Lemcoff, N. Gabriel
AU - Fuchs, Benzion
PY - 2002/3/7
Y1 - 2002/3/7
N2 - (equation presented) A new approach to polyacetal systems using sequential transacetalation and protection-deprotection techniques was developed for the preparation of macromolecular polyacetals and applied to secure new dendrimers with 2,4,8,10-tetraoxaspiro[5,5]undecane dendrons from pentaerythritol and polyaldehydes. These novel dendrimers, featuring a 1,3,5-benzene-tricarbaldehyde core, viz., the dodecaol (18) and its hexaacetal (19), were prepared, and molecular modeling revealed peculiar dendron convergent structures above the core, due to intramolecular π-stacking interactions, reinforced by H-bonding of multifunctional termini.
AB - (equation presented) A new approach to polyacetal systems using sequential transacetalation and protection-deprotection techniques was developed for the preparation of macromolecular polyacetals and applied to secure new dendrimers with 2,4,8,10-tetraoxaspiro[5,5]undecane dendrons from pentaerythritol and polyaldehydes. These novel dendrimers, featuring a 1,3,5-benzene-tricarbaldehyde core, viz., the dodecaol (18) and its hexaacetal (19), were prepared, and molecular modeling revealed peculiar dendron convergent structures above the core, due to intramolecular π-stacking interactions, reinforced by H-bonding of multifunctional termini.
UR - http://www.scopus.com/inward/record.url?scp=0037035080&partnerID=8YFLogxK
U2 - 10.1021/ol017230i
DO - 10.1021/ol017230i
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C2 - 11869113
AN - SCOPUS:0037035080
SN - 1523-7060
VL - 4
SP - 731
EP - 734
JO - Organic Letters
JF - Organic Letters
IS - 5
ER -