Toward novel polyacetals by transacetalation techniques: Dendrimeric diacetals

N. Gabriel Lemcoff; Benzion Fuchs

doi:10.1021/ol017230i

Toward novel polyacetals by transacetalation techniques: Dendrimeric diacetals

N. Gabriel Lemcoff, Benzion Fuchs

Research output: Contribution to journal › Article › peer-review

25 Scopus citations

Abstract

(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.

Original language	English
Pages (from-to)	731-734
Number of pages	4
Journal	Organic Letters
Volume	4
Issue number	5
DOIs	https://doi.org/10.1021/ol017230i
State	Published - 7 Mar 2002
Externally published	Yes

ASJC Scopus subject areas

Biochemistry
Physical and Theoretical Chemistry
Organic Chemistry

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title = "Toward novel polyacetals by transacetalation techniques: Dendrimeric diacetals",

abstract = "(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.",

author = "Lemcoff, {N. Gabriel} and Benzion Fuchs",

year = "2002",

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AU - Fuchs, Benzion

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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.

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JO - Organic Letters

JF - Organic Letters

IS - 5

ER -

Toward novel polyacetals by transacetalation techniques: Dendrimeric diacetals

Abstract

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