Electronic structure, aromaticity and spectra of hetero[8]circulenes

Baryshnikov, Gleb V.; Минаев, Б. Ф.; Минаева, В. А.

doi:10.1070/rcr4445

Cited by 48 publications

(41 citation statements)

References 155 publications

Supporting

Mentioning

Contrasting

Order By: Relevance

“…In our previous studies [28][29][30][31][32][33][34][35][36][37][38][39][40][41] the structure and electronic absorption spectra of the heteroannelated octatetraenes were described in detail but the vibronic effects have been discussed only qualitatively. As a good example of vibronic effects manifestation the electronic absorption spectrum of the tetraoxa [8]circulene 1 (Fig.…”

Section: Introductionmentioning

confidence: 99%

See 1 more Smart Citation

DFT simulation of the heteroannelated octatetraenes vibronic spectra with the Franck–Condon and Herzberg–Teller approaches including Duschinsky effect

et al. 2015

View full text Add to dashboard Cite

Section: Introductionmentioning

confidence: 99%

“…Therefore their structural features, functionalization possibilities and spectral properties are studied extensively in the numerous recent researchers [24][25][26][27][28][29][30][31][32][33][34][35][36][37][38][39][40][41].…”

Section: Introductionmentioning

confidence: 99%

DFT simulation of the heteroannelated octatetraenes vibronic spectra with the Franck–Condon and Herzberg–Teller approaches including Duschinsky effect

et al. 2015

View full text Add to dashboard Cite

“…Hetero [8]circulenes have attracted great attention during the last few years due to their promising luminescence properties together with their high stability and lowcost synthetic pathways [1,2]. The most intriguing application of hetero [8]circulenes is their use as active layers in the cheep and high-stable organic light-emitting diodes (OLEDs) [3][4][5].…”

Section: Introductionmentioning

confidence: 99%

Substituent-sensitive fluorescence of sequentially N-alkylated tetrabenzotetraaza[8]circulenes

et al. 2017

View full text Add to dashboard Cite

We explore the use of substituent-sensitive balance between fluorescence and non-radiative decay as a tool for optical tuning of promising materials for organic light emitting diode applications. A series of N-butylated tetrabenzotetraaza[8]circulenes are studied computationally in order to explain the gradual decrease of fluorescence intensity with the rise of the substituent number. The inter-system crossing probability is found to increase upon the gradual substitution of the circulene macrocycle as a result of a decrease of the S 1 -T 1 energy gap due to the deformation of the tetrabenzotetraaza[8]circulenes and thereby a distortion of the π-conjugation within the macrocycles. In contrast, the S 1 -T 1 spinorbit coupling matrix elements are quite insensitive to the number of outer substituents. As a result, the fluorescence-responsible ππ* transition becomes less intense and the fluorescence rate constant decreases.

show abstract

“…The GIMIC method can be applied in two ways; (a) quantitative analysis: the ring current is calculated using the numerical integration procedure and (b) qualitative analysis: visualizing the current flow in a molecule in two‐dimensional and three‐dimensional space. In recent studies, Baryshnikov et al have applied the GIMIC method to understand the aromaticity of hetero[8]circulenes …”

Section: Resultsmentioning

confidence: 99%

“…In recent studies, Baryshnikov et al have applied the GIMIC method to understand the aromaticity of hetero [8]circulenes. [33][34][35][36][37][38][39] In the GIMIC method, to calculate the current strength in a cross-section area of a molecular system possessing a ring current, the Gauss quadrature is used. In this method, in general, a two-dimensional integration plane is placed in the middle of a bond extending inside (up to the centroid of the ring) and outside (6 bohr) from the midpoint of the bond.…”

Section: Calculation Of Gimicmentioning

confidence: 99%

Aromaticity of N‐heterocyclic carbene and its analogues: Magnetically induced ring current perspective

Patra

Mandal

2019

Int J of Quantum Chemistry

View full text Add to dashboard Cite

The N‐heterocyclic carbene, imidazole‐2‐ylidene, and its main group (13‐15) analogues contain cyclically conjugated 6π electrons. Experimental 1H nuclear magnetic resonance (NMR) spectra suggest an increase in aromaticity along a period from left to right. Whereas the order along a group is as follows: period 2 > period 5 > period 4 > period 3 due to change in structure. To understand the order of aromaticity, the magnetically induced ring currents of the molecules are calculated using aromatic ring current shielding, gauge‐including magnetically induced currents (GIMIC) method and Stanger's σ‐model applying the gauge‐including atomic orbitals NMR technique. It is found that GIMIC best describes the order of aromaticity especially along a group where current‐profile changes on the bivalent atom down a group due to change in electron density. Moreover, the GIMIC provides the visualization of current by sign modulus and the anisotropy of the induced current density plots.

show abstract

Electronic structure, aromaticity and spectra of hetero[8]circulenes

Cited by 48 publications

References 155 publications

DFT simulation of the heteroannelated octatetraenes vibronic spectra with the Franck–Condon and Herzberg–Teller approaches including Duschinsky effect

DFT simulation of the heteroannelated octatetraenes vibronic spectra with the Franck–Condon and Herzberg–Teller approaches including Duschinsky effect

Substituent-sensitive fluorescence of sequentially N-alkylated tetrabenzotetraaza[8]circulenes

Aromaticity of N‐heterocyclic carbene and its analogues: Magnetically induced ring current perspective

Contact Info

Product

Resources

About