Unveiling the role of pyrylium frameworks on π-stacking interactions: a combined ab initio and experimental study

2021 ◽  
Author(s):  
Reyes Núñez-Franco ◽  
Gonzalo Jiménez-Osés ◽  
Jesús Jiménez-Barbero ◽  
Francisca Cabrera-Escribano ◽  
Antonio Franconetti
Keyword(s):  
Experimental Study ◽  
Solid State ◽  
Ab Initio ◽  
Stacking Interactions ◽  
Π Stacking

Pyrylium frameworks are excellent π–hole donors in solid state, gas and solution environments.

scholarly journals The role of π–π stacking and hydrogen-bonding interactions in the assembly of a series of isostructural group IIB coordination compounds

2019 ◽  
Vol 75 (2) ◽  
pp. 178-188 ◽  
Author(s):  
Taraneh Hajiashrafi ◽  
Roghayeh Zekriazadeh ◽  
Keith J. Flanagan ◽  
Farnoush Kia ◽  
Antonio Bauzá ◽  
...  
Keyword(s):  
Hydrogen Bonding ◽  
Solid State ◽  
Coordination Compounds ◽  
Spectroscopic Techniques ◽  
Stacking Interactions ◽  
X Ray Crystallography ◽  
Hydrogen Bonding Interactions ◽  
Π Stacking ◽  
Research Domain

The supramolecular chemistry of coordination compounds has become an important research domain of modern inorganic chemistry. Herein, six isostructural group IIB coordination compounds containing a 2-{[(2-methoxyphenyl)imino]methyl}phenol ligand, namely dichloridobis(2-{(E)-[(2-methoxyphenyl)azaniumylidene]methyl}phenolato-κO)zinc(II), [ZnCl2(C28H26N2O4)], 1, diiodidobis(2-{(E)-[(2-methoxyphenyl)azaniumylidene]methyl}phenolato-κO)zinc(II), [ZnI2(C28H26N2O4)], 2, dibromidobis(2-{(E)-[(2-methoxyphenyl)azaniumylidene]methyl}phenolato-κO)cadmium(II), [CdBr2(C28H26N2O4)], 3, diiodidobis(2-{(E)-[(2-methoxyphenyl)azaniumylidene]methyl}phenolato-κO)cadmium(II), [CdI2(C28H26N2O4)], 4, dichloridobis(2-{(E)-[(2-methoxyphenyl)azaniumylidene]methyl}phenolato-κO)mercury(II), [HgCl2(C28H26N2O4)], 5, and diiodidobis(2-{(E)-[(2-methoxyphenyl)azaniumylidene]methyl}phenolato-κO)mercury(II), [HgI2(C28H26N2O4)], 6, were synthesized and characterized by X-ray crystallography and spectroscopic techniques. All six compounds exhibit an infinite one-dimensional ladder in the solid state governed by the formation of hydrogen-bonding and π–π stacking interactions. The crystal structures of these compounds were studied using geometrical and Hirshfeld surface analyses. They have also been studied using M06-2X/def2-TZVP calculations and Bader's theory of `atoms in molecules'. The energies associated with the interactions, including the contribution of the different forces, have been evaluated. In general, the π–π stacking interactions are stronger than those reported for conventional π–π complexes, which is attributed to the influence of the metal coordination, which is stronger for Zn than either Cd or Hg. The results reported herein might be useful for understanding the solid-state architecture of metal-containing materials that contain M II X 2 subunits and aromatic organic ligands.

X-ray Crystal Structure of Gallium Tris- (8-hydroxyquinoline):  Intermolecular π−π Stacking Interactions in the Solid State

1999 ◽  
Vol 11 (3) ◽  
pp. 530-532 ◽  
Author(s):  
Yue Wang ◽  
Weixing Zhang ◽  
Yanqin Li ◽  
Ling Ye ◽  
Guangdi Yang
Keyword(s):  
Crystal Structure ◽  
Solid State ◽  
Stacking Interactions ◽  
X Ray ◽  
Π Stacking

Pentafluorophenyl Copper–Pyridine Complexes: Synthesis, Supramolecular Structures via Cuprophilic and π-Stacking Interactions, and Solid-State Luminescence

2011 ◽  
Vol 31 (4) ◽  
pp. 1546-1558 ◽  
Author(s):  
Ami Doshi ◽  
Anand Sundararaman ◽  
Krishnan Venkatasubbaiah ◽  
Lev N. Zakharov ◽  
Arnold L. Rheingold ◽  
...  
Keyword(s):  
Solid State ◽  
Supramolecular Structures ◽  
Stacking Interactions ◽  
Pyridine Complexes ◽  
Π Stacking ◽  
State Luminescence

Suppressing π–π stacking interactions for enhanced solid-state emission of flat aromatic molecules via edge functionalization with picket-fence-type groups

2020 ◽  
Vol 8 (48) ◽  
pp. 17289-17296
Author(s):  
Hye Jin Cho ◽  
Sang Won Kim ◽  
Sungjin Kim ◽  
Sangback Lee ◽  
Juhyen Lee ◽  
...  
Keyword(s):  
Solid State ◽  
Light Emitting Diodes ◽  
Organic Light Emitting Diodes ◽  
Stacking Interactions ◽  
Light Emitting ◽  
Aromatic Molecules ◽  
Organic Light ◽  
Π Stacking ◽  
Picket Fence ◽  
Π Stacking Interaction

Picket-fence-type substituents effectively suppress the π–π stacking interaction of flat aromatic molecules and enhance solid-state emission for application in organic light-emitting diodes.

Asymmetric Synthesis of Indolines through Intramolecular Shifting of Aromatic Sulfinyl Groups. Role of the π,π-Stacking Interactions in these Unusual SNAr Processes

2009 ◽  
Vol 131 (26) ◽  
pp. 9432-9441 ◽  
Author(s):  
José L. García Ruano ◽  
Alejandro Parra ◽  
Vanesa Marcos ◽  
Carlos del Pozo ◽  
Silvia Catalán ◽  
...  
Keyword(s):  
Asymmetric Synthesis ◽  
Stacking Interactions ◽  
Π Stacking

Assembly of Three Cadmium(II) Complexes Based on Flexible α,ѡ-Bis(benzimidazolyl)alkane Ligands

2012 ◽  
Vol 67 (8) ◽  
pp. 791-798 ◽  
Author(s):  
Jian-Chen Geng ◽  
Cui-Huan Jiao ◽  
Jin-Ming Hao ◽  
Guang-Hua Cui
Keyword(s):  
Solid State ◽  
Chain Structure ◽  
Helical Chain ◽  
Supramolecular Network ◽  
Stacking Interactions ◽  
X Ray Diffraction ◽  
X Ray ◽  
Π Stacking ◽  
Elemental Analyses ◽  
Network Complex

Three flexible α,ѡ-bis(5,6-dimethylbenzimidazolyl)alkane ligands with different spacers were reacted with CdX2 (X = Cl, Br, I) hydrothermally, resulting in three coordination architectures, namely [CdI2(L1)]n (1), [CdBr2(L2)]n (2), and Cd2Cl4(L3)2 (3) [L1 = 1,3-bis(5,6- dimethylbenzimidazole)propane, L2 = 1,5-bis(5,6-dimethylbenzimidazole)pentane, L3 = 1,6- bis(5,6-dimethylbenzimidazole)hexane]. They have been characterized by elemental analyses, IR spectra, thermogravimetric (TG) analysis, and single-crystal X-ray diffraction. Complex 1displays a helical chain linked by the ligands L1, and a 2D supramolecular network is constructed through π-π stacking interactions; complex 2shows a helical chain structure with connections through two kinds of strong π-π stacking interactions into an intricate 3D supramolecular network; complex 3 contains dinuclear metallomacrocycles. The fluorescence properties of 1-3have been investigated in the solid state

The Role of π−π Stacking Interactions in Square Planar Palladium Complexes. Combined Quantum Mechanics/Molecular Mechanics QM/MM Studies

2001 ◽  
Vol 20 (20) ◽  
pp. 4178-4184 ◽  
Author(s):  
Alessandra Magistrato ◽  
Paul S. Pregosin ◽  
Alberto Albinati ◽  
Ursula Rothlisberger
Keyword(s):  
Quantum Mechanics ◽  
Molecular Mechanics ◽  
Palladium Complexes ◽  
Stacking Interactions ◽  
Π Stacking ◽  
Square Planar
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