Substituent Effects on the Electrochemical Properties of Pyrroles and Small Oligopyrroles

1997 ◽  
Vol 9 (3) ◽  
pp. 723-729 ◽  
Author(s):  
C. P. Andrieux ◽  
P. Hapiot ◽  
P. Audebert ◽  
L. Guyard ◽  
M. Nguyen Dinh An ◽  
...  
1993 ◽  
Vol 26 (8) ◽  
pp. 2095-2103 ◽  
Author(s):  
John R. Reynolds ◽  
Andrew D. Child ◽  
Jose P. Ruiz ◽  
Sung Y. Hong ◽  
Dennis S. Marynick

Author(s):  
Ferdinand L. Kiss ◽  
Brian P. Corbet ◽  
Nadja A. Simeth ◽  
Ben L. Feringa ◽  
Stefano Crespi

AbstractIsoindigo, the structural isomer of the well-known dye indigo, has seen a major revival recently because of the increasing interest of its use as a potential drug core structure and for the development of organic photovoltaic materials. Highly beneficial for diverse applications are its facile synthesis, straightforward functionalisation and the broad absorption band in the visible range. Moreover, its intrinsic electron deficiency renders isoindigo a promising acceptor structure in bulk heterojunction architectures. Here we present new insights into the substituent effects of N-functionalised isoindigos, developing a reliable and fast in silico screening approach of a library of compounds. Using experimental UV–Vis and electrochemical data increased the accuracy of the TD-DFT method employed. This procedure allowed us to accurately predict the optical and electrochemical properties of N-functionalised isoindigos and the elucidation of the relationship between substituent effects and electronic properties. Graphic abstract


2020 ◽  
Vol 65 (9) ◽  
pp. 807-814
Author(s):  
Meltem B. SAĞLAM ◽  
◽  
Zekeriya BIYIKLIOĞLU ◽  

We were reported here, the synthesis, characterization, aggregation and electrochemical properties of 4,5-bis(2-{[4-(2- benzyl)phenoxy)benzyl]thio}ethoxy)phthalonitrile and 2,3,9,16, 17,23,24-octa[(2-{[4-(2-benzyl)phenoxy)benzyl]thio}ethoxy)] phthalociyaninatocobalt(II). CoPc were prepared by the reaction of 4,5-bis(2-{[4-(2-benzyl)phenoxy)benzyl]thio}ethoxy) phthalonitrile with the corresponding anhydrous metal salt in n-pentanol and DBU. The structures of the original compounds were identified by using elemental analysis, 1 H-NMR, 13C-NMR, IR, mass and UVvis spectroscopic data. Electrochemical redox characteristics of the compounds were determined by electroanalytical techniques such as cyclic voltammetry, square wave voltammetry. The aggregation tendencies and electrochemical redox properties of all phthalocyanines were investigated on the basis of central metal, solvent medium and substituent effects, using UV-Vis spectral.


2016 ◽  
Vol 20 (01n04) ◽  
pp. 274-281 ◽  
Author(s):  
Shota Ooi ◽  
Takayuki Tanaka ◽  
Atsuhiro Osuka

Co(III) and Ga(III) complexes of 5,10-bis(pentafluorophenyl)corrole and 5,15-bis(pentafluorophenyl)corrole were synthesized by metalations with Co(OAc)2 •4H2O and GaCl3, respectively. The structures of these complexes have been all unambiguously revealed by X-ray diffraction analysis. Their optical and electrochemical properties have been studied, which reveals small but distinctly different substituent effects depending upon the substitution positions.


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