Cl⋯N weak interactions. Conformational analysis of imidazol-2-ylum heterocycles bearing N -β-chloroethyl and N -vinyl pendant groups

Rodríguez‐López, Germán; Montes-Tolentino, Pedro; Sánchez-Ruíz, Sonia A.; Villaseñor-Granados, Tayde Osvaldo; Flores‐Parra, Angelina

doi:10.1016/j.molstruc.2017.07.044

Cited by 1 publication

(3 citation statements)

References 16 publications

Supporting

Mentioning

Contrasting

Order By: Relevance

“…[9.79 ( 1 ), 9.42 ( 2 ), 10.31 ppm ( 3 )]. This is confirmed by the fact that the solution of the imidazolium salt bearing BPh 4 − as counterion, obtained from 3 by exchange of the Cl − by BPh 4 − , does not show the formation of an intimate pair, as was revealed by the fact that the C2−H proton signal appears at 6.6 ppm …”

Section: Introductionmentioning

confidence: 62%

“…The synthesis, purification and spectroscopic characterization of compounds 1 – 3 was previously reported . The UV and fluorescence experiments where done in acetonitrile.…”

Section: Methodsmentioning

confidence: 99%

“…We have recently reported the synthesis of a series of imidazolium compounds having chloroethyl and methyl styrene as pendant groups at the nitrogen atoms . The fluorescence of the new compounds motivated us to undertake a multidisciplinary approach to find the relationship between their structure, electronic density distribution and their photophysical and electrochemical properties.…”

Section: Introductionmentioning

confidence: 99%

See 2 more Smart Citations

Linkage between Fluorescence and Electrochemical Properties of Imidazolium Compounds in Acetonitrile Solution

et al. 2020

View full text Add to dashboard Cite

The fluorescence properties of some imidazolium derivatives are relevant in photosensing and therefore, the structural analysis of them is a key point for its rational design, which would be useful to prepare new systems with novel applications. Herein we report a multidisciplinary study of the fluorescence and voltammetric properties of three imidazolium compounds {1,3‐bis[(R,R)‐1′‐chloro‐1′‐phenylpropan‐2′‐yl]‐imidazolium chloride (1), 1,3‐bis[(Z)‐1′‐phenylprop‐1′‐en‐2′‐yl]imidazolium chloride (2) 1,3‐bis[(R)‐1′‐chlorobutan‐2′‐yl]‐imidazolium chloride (3)}. Electronic structure calculations and Bader analyses were used to correlate both fluorescence and the capability of the molecules to be reduced through a heterogeneous electron transfer process. Both properties are strongly dependent on the proton in position two of the imidazolium ring, where the electron transfer as well as the excitation of the electrons are carried out. The reactivity in this position is controlled by the N‐substituents on the imidazolium ring and is due to single contacts H⋅⋅⋅Cl−, tricentric contacts Cl⋅⋅⋅Cl−⋅⋅⋅Cl, π‐electronic delocalization and π‐stacking interactions.

show abstract

Section: Introductionmentioning

confidence: 62%

“…The synthesis, purification and spectroscopic characterization of compounds 1 – 3 was previously reported . The UV and fluorescence experiments where done in acetonitrile.…”

Section: Methodsmentioning

confidence: 99%

Section: Introductionmentioning

confidence: 99%

See 1 more Smart Citation