Porous organic material from discotic tricarboxyamide: Side chain-core interactions

Poulami Jana; Arpita Paikar; Santu Bera; Suman Kumar Maity; Debasish Haldar

doi:10.1021/ol402865t

Porous organic material from discotic tricarboxyamide: Side chain-core interactions

Poulami Jana
, Arpita Paikar
, Santu Bera
, Suman Kumar Maity
, Debasish Haldar

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

24 Scopus citations

Abstract

The benzene-1,3,5-tricarboxyamide containing three l-methionine (1) self-assemble through 3-fold amide-amide hydrogen bonds and π-π stacking to fabricate one-dimensional nanorod like structure. However, the tyrosine analogue (2) carrying multiple H-bonding side chains lost the C₃ symmetry and 3-fold amide-amide hydrogen bonds and developed a porous structure. The porous material exhibits ten times more N₂ sorption (155 cc/g) than the columnar one, indicating that side chain-core interactions have a drastic effect on structure and function.

Original language	English
Pages (from-to)	38-41
Number of pages	4
Journal	Organic Letters
Volume	16
Issue number	1
DOIs	https://doi.org/10.1021/ol402865t
State	Published - 3 Jan 2014
Externally published	Yes

ASJC Scopus subject areas

Biochemistry
Physical and Theoretical Chemistry
Organic Chemistry

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10.1021/ol402865t

Cite this

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title = "Porous organic material from discotic tricarboxyamide: Side chain-core interactions",

abstract = "The benzene-1,3,5-tricarboxyamide containing three l-methionine (1) self-assemble through 3-fold amide-amide hydrogen bonds and π-π stacking to fabricate one-dimensional nanorod like structure. However, the tyrosine analogue (2) carrying multiple H-bonding side chains lost the C3 symmetry and 3-fold amide-amide hydrogen bonds and developed a porous structure. The porous material exhibits ten times more N2 sorption (155 cc/g) than the columnar one, indicating that side chain-core interactions have a drastic effect on structure and function.",

author = "Poulami Jana and Arpita Paikar and Santu Bera and Maity, \{Suman Kumar\} and Debasish Haldar",

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T1 - Porous organic material from discotic tricarboxyamide

T2 - Side chain-core interactions

AU - Jana, Poulami

AU - Paikar, Arpita

AU - Bera, Santu

AU - Maity, Suman Kumar

AU - Haldar, Debasish

PY - 2014/1/3

Y1 - 2014/1/3

N2 - The benzene-1,3,5-tricarboxyamide containing three l-methionine (1) self-assemble through 3-fold amide-amide hydrogen bonds and π-π stacking to fabricate one-dimensional nanorod like structure. However, the tyrosine analogue (2) carrying multiple H-bonding side chains lost the C3 symmetry and 3-fold amide-amide hydrogen bonds and developed a porous structure. The porous material exhibits ten times more N2 sorption (155 cc/g) than the columnar one, indicating that side chain-core interactions have a drastic effect on structure and function.

AB - The benzene-1,3,5-tricarboxyamide containing three l-methionine (1) self-assemble through 3-fold amide-amide hydrogen bonds and π-π stacking to fabricate one-dimensional nanorod like structure. However, the tyrosine analogue (2) carrying multiple H-bonding side chains lost the C3 symmetry and 3-fold amide-amide hydrogen bonds and developed a porous structure. The porous material exhibits ten times more N2 sorption (155 cc/g) than the columnar one, indicating that side chain-core interactions have a drastic effect on structure and function.

UR - https://www.scopus.com/pages/publications/84891787897

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DO - 10.1021/ol402865t

M3 - Article

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EP - 41

JO - Organic Letters

JF - Organic Letters

IS - 1

ER -

Porous organic material from discotic tricarboxyamide: Side chain-core interactions

Abstract

ASJC Scopus subject areas

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