Cyclovoltammetric and EPR study of arylazophosphonates

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发布日期
DOI 10.1039/A905148A
影响因子 3.676
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摘要

Monofunctional arylazophosphonates p-X–C6H4N12N2PO(OCH3)21a–f with X=H (1a, 1b), Cl (1c), CH3O 2a–c with X=–(2a), O (2b) and CO (2c) were prepared. They showed relatively high photochemical and thermal stability. Monofunctional compounds 1a–f were reversibly reduced at the cathode in the region -0.85 to -1.35 V (vs. SCE) and the corresponding peak potentials correlated well with Hammett constants of the substituents. Bifunctional compounds 2a–c were reversibly reduced at -0.68 to -1.34 V. The first peak was reversible, and the second peak, following closely, was quasireversible. Generally, the anodic oxidation was irreversible. Using EPR spectroscopy, stable anion radicals were generated from the monomeric arylazophosphonates 1a–f. The unpaired spin density was centred on the azo and phosphonate group, with average splitting constants aN10.80, aN20.37 and aP0.88 mT, and nonequivalent ortho and meta protons aHo,o0.31 and 0.39 mT, aHm,m0.11 and 0.12 mT. Splitting constants aN1, aN2 and aP correlated well with the Hammett constants of the substituents X with a positive slope for aN2 and aP and a negative one for aN1. The EPR spectra of anion radicals from the bifunctional compounds 2a–c are more complex and indicate a consecutive rearrangement of primary anion radicals.

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来源期刊

Physical Chemistry Chemical Physics

Physical Chemistry Chemical Physics
CiteScore: 5.5
自引率: 10.3%
年发文量: 3036

Physical Chemistry Chemical Physics (PCCP) is an international journal co-owned by 19 physical chemistry and physics societies from around the world. This journal publishes original, cutting-edge research in physical chemistry, chemical physics and biophysical chemistry. To be suitable for publication in PCCP, articles must include significant innovation and/or insight into physical chemistry; this is the most important criterion that reviewers and Editors will judge against when evaluating submissions. The journal has a broad scope and welcomes contributions spanning experiment, theory, computation and data science. Topical coverage includes spectroscopy, dynamics, kinetics, statistical mechanics, thermodynamics, electrochemistry, catalysis, surface science, quantum mechanics, quantum computing and machine learning. Interdisciplinary research areas such as polymers and soft matter, materials, nanoscience, energy, surfaces/interfaces, and biophysical chemistry are welcomed if they demonstrate significant innovation and/or insight into physical chemistry. Joined experimental/theoretical studies are particularly appreciated when complementary and based on up-to-date approaches.

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