Theoretical investigation on carbon-centered tri-s-tetrazine and its 10 derivatives

Zhou, Hongwei; Wong, Ning‐Bew; Tian, Anmin; Li, Wai‐Kee

doi:10.1016/j.jmgm.2007.05.004

Cited by 3 publications

(2 citation statements)

References 47 publications

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“…Heat of formation (HOF, commonly denoted as Δ H f ) is an important measure of molecular stability. The HOF values of the polymers are obtained by our previously developed method for estimating the approximate HOF of large-sized compounds at the level of B3LYP/cc-pvDZ (Table ). As far as the HOF criterion is concerned, the relative stabilities of the polymers cannot be estimated because each polymer molecule contains a different number of atoms.…”

Section: Results and Discussionmentioning

confidence: 99%

“…The interpretation of the charge density toward chemical concepts is independent of the method by which it has been acquired . In our previous work, , the B3LYP/cc-pvDZ theory level is chosen to optimize the relative larger-sized molecules and the results are reliable. This is the reason why the theory level of B3LYP/cc-pvDZ in combination with AIM and NBO is used to study this series of molecules in this work.…”

Section: Methodsmentioning

confidence: 99%

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Theoretical Study on Drum-Shaped Polymers (1,3,5-Triazine)_2n Composed of Nonplanar π-Extended Polymerization Units

Zhou

2020

ACS Omega

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A nonplanar extended π-system can be found not only in compounds formed by multiple ortho-fused benzenes, such as helicenes and corannulenes, but also in compounds formed by bonding of atoms on the large π-extended rings. (1,3,5-Triazine)2n (n ≥ 3) are the latter type of compounds that are characterized by monomer units composed entirely of a 1,3,5-triazine core (general formula: C3N3). The first seven polymers (C3N3)2n (n = 3–9) with a drum shape were investigated computationally. Analyses of natural bonding orbitals and atoms in molecules were applied to investigate the bonding properties. In contrast to the planar structure of the 1,3,5-triazine core, the monomer units in (C3N3)2n (n = 3–9) are transformed from their planar π-system to a warped one. Similar to properties of the nonplanar π-system in [n]helicenes and corannulenes, the nonplanar heterocyclic aromatic configuration of the polymerization units is the determinant of the physical and chemical properties of these polymers. The discovery of nonplanar heterocyclic aromatic structures opens up a broad prospect for the study of azacyclic compounds. The results will be the supplement to the study of heterocyclic helicenes and corannulenes.

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Section: Results and Discussionmentioning

confidence: 99%

Section: Methodsmentioning

confidence: 99%

Theoretical Study on Drum-Shaped Polymers (1,3,5-Triazine)_2n Composed of Nonplanar π-Extended Polymerization Units

Zhou

2020

ACS Omega

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On the dependence of electronic properties on geometric structure for cubane derivatives and oligomers with donor and acceptor groups

Konstantinova

Barone

Dantas

2009

Journal of Molecular Structure: THEOCHEM

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Theoretical Study on Pyramidal C7N6–H3R3 Molecules

Zhou

2019

Aust. J. Chem.

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The pyramidal molecule C7N6H6 and its nine symmetric tri-substituted derivatives C7N6–H3R3 (R=OH, F, CN, N3, NH2, NO2, N=NH, N2H3, and C≡CH) were investigated computationally using the GAUSSIAN 09 program package. Natural bond orbital and atoms in molecules analyses, as well as valence bond theory were applied to investigate the bonding properties. In comparison to their well known analogues C6N7–R3, i.e. generic heptazines, it is found that these 10 molecules are all reactive. Further studies on the topological structures and ionization energy values indicate that the reactive site of the molecules is located at the carbon atom of the core frame. Even though C7N6–H3R3 are neutral molecules, the structures and properties of some are consistent with those of a carbanion, and indeed, they act like carbanions, or so-called carbanionoids. These carbanionoids may have an extensive impact in organic chemistry and organometallic chemistry.

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Theoretical investigation on carbon-centered tri-s-tetrazine and its 10 derivatives

Cited by 3 publications

References 47 publications

Theoretical Study on Drum-Shaped Polymers (1,3,5-Triazine)_2n Composed of Nonplanar π-Extended Polymerization Units

Theoretical Study on Drum-Shaped Polymers (1,3,5-Triazine)_2n Composed of Nonplanar π-Extended Polymerization Units

On the dependence of electronic properties on geometric structure for cubane derivatives and oligomers with donor and acceptor groups

Theoretical Study on Pyramidal C7N6–H3R3 Molecules

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Theoretical investigation on carbon-centered tri-s-tetrazine and its 10 derivatives

Cited by 3 publications

References 47 publications

Theoretical Study on Drum-Shaped Polymers (1,3,5-Triazine)2n Composed of Nonplanar π-Extended Polymerization Units

Theoretical Study on Drum-Shaped Polymers (1,3,5-Triazine)2n Composed of Nonplanar π-Extended Polymerization Units

On the dependence of electronic properties on geometric structure for cubane derivatives and oligomers with donor and acceptor groups

Theoretical Study on Pyramidal C7N6–H3R3 Molecules

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Product

Resources

About

Theoretical Study on Drum-Shaped Polymers (1,3,5-Triazine)_2n Composed of Nonplanar π-Extended Polymerization Units

Theoretical Study on Drum-Shaped Polymers (1,3,5-Triazine)_2n Composed of Nonplanar π-Extended Polymerization Units