Strong Bases Design: Key Techniques and Stability Issues DOI Open Access
Andrey V. Kulsha, Олег А. Ивашкевич, Dmitry Lyakhov

et al.

International Journal of Molecular Sciences, Journal Year: 2024, Volume and Issue: 25(16), P. 8716 - 8716

Published: Aug. 9, 2024

Theoretical design of molecular superbases has been attracting researchers for more than twenty years. General approaches were developed to make the bases potentially stronger, but less attention was paid stability predicted structures. Hence, only a small fraction theoretical research led positive experimental results. Possible issues extremely strong are extensively studied in this work using quantum chemical calculations on high level theory. Several step-by-step examples discussed detail, and general recommendations given avoid most common problems. New stable structures theoretically demonstrate future prospects design.

Language: Английский

Modular access to π-conjugated planar chiral diradicaloids using redox-active pillar[5]arenes DOI

Yuting Xue,

Yi Zeng,

Yafei Shi

et al.

Science China Chemistry, Journal Year: 2025, Volume and Issue: unknown

Published: Jan. 22, 2025

Language: Английский

Citations

0
Quantum Chemical Studies on the Prototropic and Acid/Base Equilibria for 2-Aminopyrrole in Vacuo—Role of CH Tautomers in the Design of Strong Brønsted Imino N-Bases DOI Creative Commons
Ewa D. Raczyńska, Pierre‐Charles Maria, J. Gál

et al.

Molecules, Journal Year: 2025, Volume and Issue: 30(10), P. 2112 - 2112

Published: May 9, 2025

In the quest of pivotal origin very strong gas-phase proton basicity for some iminopyrrole derivatives, proposed in literature on basis quantum chemical calculations, full tautomeric and acid/base equilibria were investigated vacuo 2-aminopyrrole exhibiting enamino–imino tautomerism. Thermochemistry these processes at Density Functional Theory (DFT) level indicates a lower stability imino than enamino tautomers. However, N atom forms displays an exceptionally high basicity, particularly minor rare tautomers containing least one pyrrole C atom. This explains why derivatives CH (being free prototropy) display basicity. As predicted by Maksić group using methods, can be considered as good organic N-superbase candidates. Unfortunately, other structures (proposed same group) possess labile protons, and, thus, exhibit prototropy, resulting transformation into more stable but less basic aminopyrrole under synthesis conditions or measurements.

Language: Английский

Citations

0
N‐Heterocyclic Carbene Analogues of Wittig Hydrocarbon DOI Creative Commons
Henric Steffenfauseweh, Yury V. Vishnevskiy, Beate Neumann

et al.

Chemistry - A European Journal, Journal Year: 2024, Volume and Issue: 30(26)

Published: March 4, 2024

N-Heterocyclic carbene (NHC) analogues of Wittig hydrocarbon, [(NHC)(Stil)(NHC)] (3a-c) (NHC = SIPr (1a) C[N(Dipp)CH

Language: Английский

Citations

1
An Acceptor-Substituted N-Heterocyclic ortho-Quinodimethane: Pushing the Boundaries of Polarization in Donor–Acceptor-Substituted Polyenes DOI
Jama Ariai, Urs Gellrich

Journal of the American Chemical Society, Journal Year: 2024, Volume and Issue: 146(47), P. 32859 - 32869

Published: Nov. 14, 2024

We report the synthesis, isolation, and characterization of a stable donor-acceptor substituted

Language: Английский

Citations

1
Stable Electron Spin Pan on Aromatic Oxalic Acid Radical DOI

Jiaxing Huang,

Chenghui Liao,

Longtian Guan

et al.

Chinese Journal of Chemistry, Journal Year: 2024, Volume and Issue: 42(18), P. 2173 - 2179

Published: May 12, 2024

Comprehensive Summary The stability of organic radicals in ambient condition is important for their practical application. During the development radical chemistry, electron‐withdrawing and steric hindrance groups are usually introduced to improve via reducing reactivity with oxygen air. Herein, carbonyl construct a planar aromatic oxalic acid (IDF‐O 8 ) two‐dimensional electron spin pan structure. Interestingly, IDF‐O exhibited low optical bandgap 0.91 eV film, however, multiple quinone resonance structures between ketone phenol contribute high open‐shell without protection large groups. Under irradiation 808 nm (1.2 W·cm –2 ), reaches 147 °C powder state. This work provides an efficient synthesis route system, which different from famous fullerene, carbon nanotube graphene. can be extended tube or sphere system based on design strategy inorganic future.

Language: Английский

Citations

0
Strong Bases Design: Key Techniques and Stability Issues DOI Open Access
Andrey V. Kulsha, Олег А. Ивашкевич, Dmitry Lyakhov

et al.

International Journal of Molecular Sciences, Journal Year: 2024, Volume and Issue: 25(16), P. 8716 - 8716

Published: Aug. 9, 2024

Theoretical design of molecular superbases has been attracting researchers for more than twenty years. General approaches were developed to make the bases potentially stronger, but less attention was paid stability predicted structures. Hence, only a small fraction theoretical research led positive experimental results. Possible issues extremely strong are extensively studied in this work using quantum chemical calculations on high level theory. Several step-by-step examples discussed detail, and general recommendations given avoid most common problems. New stable structures theoretically demonstrate future prospects design.

Language: Английский

Citations

0