Investigation of π-π Interactions between TNT and (R)-Hexahelicene

The detection of an energetic molecule TNT is an important issue especially in military applications and as a result many of the studies focused on this subject in the literature. In this study, except from the literature, the possible interactions between TNT and polycyclic aromatic chiral compound...

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Published inPolycyclic aromatic compounds Vol. 40; no. 4; pp. 1266 - 1279
Main Authors Celik Bayar, Caglar, Turker, Lemi
Format Journal Article
LanguageEnglish
Published Philadelphia Taylor & Francis 07.08.2020
Taylor & Francis Ltd
Subjects
(R)-Hexahelicene
2,4,6-Trinitrotoluene
Aromatic compounds
Aromaticity
Circular dichroism
Dichroism
M06-2X
Military applications
Molecular orbitals
NICS
Orbital stability
Stability analysis
trinitrotoluene (TNT)
π-π interaction
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Abstract The detection of an energetic molecule TNT is an important issue especially in military applications and as a result many of the studies focused on this subject in the literature. In this study, except from the literature, the possible interactions between TNT and polycyclic aromatic chiral compound (R)-Hexahelicene were examined theoretically in terms of non-covalent π-π interactions, theoretically. It was observed that (R)-Hexahelicene had such interactions with TNT via the 2nd and 3rd six-membered rings of its exterior surface. NICS(1) aromaticity analyses, interaction energy calculations, interaction energy-NICS(1) relationships, UV-visible and electronic circular dichroism analyses and frontier molecular orbital analyses with reactivity and stability predictions were all performed to make sure that such interactions may occur between the suggested couples. A hybrid DFT functional of M06-2X was used with 6-31 + G(d,p) basis set throughout the study. It was concluded that (R)-Hexahelicene may serve as a good surface to make π-π interactions with TNT.
AbstractList The detection of an energetic molecule TNT is an important issue especially in military applications and as a result many of the studies focused on this subject in the literature. In this study, except from the literature, the possible interactions between TNT and polycyclic aromatic chiral compound (R)-Hexahelicene were examined theoretically in terms of non-covalent π-π interactions, theoretically. It was observed that (R)-Hexahelicene had such interactions with TNT via the 2nd and 3rd six-membered rings of its exterior surface. NICS(1) aromaticity analyses, interaction energy calculations, interaction energy-NICS(1) relationships, UV-visible and electronic circular dichroism analyses and frontier molecular orbital analyses with reactivity and stability predictions were all performed to make sure that such interactions may occur between the suggested couples. A hybrid DFT functional of M06-2X was used with 6-31 + G(d,p) basis set throughout the study. It was concluded that (R)-Hexahelicene may serve as a good surface to make π-π interactions with TNT.
Author Turker, Lemi
Celik Bayar, Caglar
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CitedBy_id crossref_primary_10_1080_07391102_2023_2274969
crossref_primary_10_1021_acs_joc_4c01971
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Snippet The detection of an energetic molecule TNT is an important issue especially in military applications and as a result many of the studies focused on this...
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SubjectTerms (R)-Hexahelicene
2,4,6-Trinitrotoluene
Aromatic compounds
Aromaticity
Circular dichroism
Dichroism
M06-2X
Military applications
Molecular orbitals
NICS
Orbital stability
Stability analysis
trinitrotoluene (TNT)
π-π interaction
Title Investigation of π-π Interactions between TNT and (R)-Hexahelicene
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