Topic
Phosphole
About: Phosphole is a research topic. Over the lifetime, 723 publications have been published within this topic receiving 15559 citations. The topic is also known as: 1H-phospholeaindene & phosphole.
Papers published on a yearly basis
1 / 2
Papers
TL;DR: The various manifestations of aromaticity are related and aromaticity can be regarded statistically as a one-dimensional phenomenon, but when comparisons are restricted to some regions or groups of compounds, the quality of the correlations can deteriorate or even vanish.
Abstract: Statistical analyses of quantitative definitions of aromaticity, ASE (aromatic stabilization energies), RE (resonance energies), Λ (magnetic susceptibility exaltation), NICS, HOMA, I5, and AJ, evaluated for a set of 75 five-membered π-electron systems: aza and phospha derivatives of furan, thiophene, pyrrole, and phosphole (aromatic systems), and a set of 30 ring-monosubstituted compounds (aromatic, nonaromatic, and antiaromatic systems) revealed statistically significant correlations among the various aromaticity criteria, provided the whole set of compounds is involved. Hence, broadly considered, the various manifestations of aromaticity are related and aromaticity can be regarded statistically as a one-dimensional phenomenon. In contrast, when comparisons are restricted to some regions or groups of compounds, e.g., aromatic compounds with ASE > 5 kcal/mol or polyhetero-five-membered rings, the quality of the correlations can deteriorate or even vanish. In practical applications, energetic, geometric, ...
695 citations
TL;DR: An overview of the synthesis and properties of linear organic π-conjugated systems featuring Group 14 and 15 moieties is presented and comparisons made with their better-known hydrocarbon, and nitrogen- and sulfur-containing analogues as mentioned in this paper.
331 citations
TL;DR: Highly functionalized benzo[b]phosphole oxides were synthesized from reactions of arylphosphine oxides with alkynes under photocatalytic conditions by using eosin Y as the catalyst and N-ethoxy-2-methylpyridinium tetrafluoroborate as the oxidant.
Abstract: Highly functionalized benzo[b]phosphole oxides were synthesized from reactions of arylphosphine oxides with alkynes under photocatalytic conditions by using eosin Y as the catalyst and N-ethoxy-2-methylpyridinium tetrafluoroborate as the oxidant. The reaction works under mild conditions and has a broad substrate scope. Mechanistic investigations have been undertaken and revealed the formation of a ground state electron donor–acceptor complex (EDA) between eosin (the photocatalyst) and the pyridinium salt (the oxidation agent). This complex, which has been fully characterized both in the solid state and in solution, turned out to exhibit a dual role, i.e., the oxidation of the photocatalyst and the formation of the initiating radicals, which undergoes an intramolecular reaction avoiding the classical diffusion between the two reactants. The involvement of ethoxy and phosphinoyl radicals in the photoreaction has unequivocally been evidenced by EPR spectroscopy.
290 citations
TL;DR: This perspective focuses on recent advances in the synthesis of these phosphorusole-based pi systems with representative examples that would give valuable guidelines for designing phosphole-containing opto-electrochemical materials.
Abstract: Phospholes are known to exhibit characteristic optical and electrochemical properties derived from the phosphorus-bridged 1,3-dienic π system. Particular interest has recently been paid to their π-conjugated derivatives, such as non-fused phospholes, dibenzo[b,d]phospholes, benzo[b]phospholes, benzo[c]phospholes and related compounds. This perspective focuses on recent advances in the synthesis of these phosphole-based π systems with representative examples that would give valuable guidelines for designing phosphole-containing opto-electrochemical materials.
277 citations
TL;DR: A Ag-mediated C-H/P-H functionalization reaction of arylphosphine oxides with internal alkynes was described for the direct preparation of benzo[b]phosphole oxides and demonstrated to proceed via the radical process.
Abstract: A Ag-mediated C-H/P-H functionalization reaction of arylphosphine oxides with internal alkynes was described for the direct preparation of benzo[b]phosphole oxides with a high yield. An unusual aryl migration on the P-atom derived from a C-P bond cleavage
272 citations
Related Topics (5)
Performance Metrics
| Year | Papers |
|---|---|
| 2025 | 4 |
| 2024 | 5 |
| 2023 | 14 |
| 2022 | 16 |
| 2021 | 17 |
| 2020 | 14 |