jp8b02023_si_001.pdf (1.03 MB)
A Comprehensive Scope of Peripheral and Axial Substituent Effect on the Spectroelectrochemistry of Boron Subphthalocyanines
Version 2 2018-09-14, 15:48
Version 1 2018-04-26, 13:49
journal contribution
posted on 2018-05-10, 00:00 authored by Kathleen
L. Sampson, Xiaoqin Jiang, Esmeralda Bukuroshi, Aleksa Dovijarski, Hasan Raboui, Timothy P. Bender, Karl M. KadishAn extensive study of the electrochemical and spectroelectrochemical
properties of 14 boron subphthalocyanine (BsubPc) derivatives with
various axial and peripheral substituents was performed in 1,2-dichloromethane
(CH2Cl2) containing 0.1 M tetra-n-butyl-ammonium perchlorate (TBAP) as the supporting electrolyte.
From the cyclic voltammetry results, all compounds exhibit one oxidation
and at least two reduction processes within the solvent potential
window of +1.6 to −1.8 V vs SCE. It was found that the reversibility
of the redox reactions depends on the axial and peripheral substituents
and the dipole moment of the boron-to-axial substituent. In general,
UV–vis absorption spectra of the singly reduced BsubPc derivatives
exhibit three equal intensity peaks in the 450 to 650 nm region that
are derived from the maximum BsubPc absorbance peak upon reduction.
Axial substituents affect the intensity of the three peaks upon reduction,
while peripheral substituents shift the position of the peaks to higher
wavelengths. Upon oxidation, the UV–vis absorption profile
flattens considerably with only a single broad (∼300 nm) band
apparent. Understanding the effect of substituents on the stability
of the redox processes of BsubPcs will aid in further development
of these materials for applications in organic electronic devices.
History
Usage metrics
Categories
Keywords
cyclic voltammetry resultsbutyl-ammonium perchlorate650 nm regionintensity peaksSCEboron-to-axial substituentComprehensive ScopeUV0.1 M tetrareduction processesAxial Substituent Effect14 boron subphthalocyanineCH 2 Cl 2BsubPc derivatives exhibitAxial substituentsBsubPc absorbance peakspectroelectrochemical propertiesBoron Subphthalocyaninesredox reactionsredox processessubstituents shiftTBAPcompounds exhibit
Licence
Exports
RefWorks
BibTeX
Ref. manager
Endnote
DataCite
NLM
DC