Synthesis, characterization, and photophysical properties of novel 9‑phenyl-9-phosphafluorene oxide derivatives

• Shuxian Qiu,
• Duan Dong,
• Jiahui Li,
• Huiting Wen,
• Jinpeng Li,
• Yu Yang,
• Shengxian Zhai and
• Xingyuan Gao

Beilstein J. Org. Chem. 2024, 20, 3299–3305, doi:10.3762/bjoc.20.274

• the CT feature in the excited state. Further, the solvent dependence of 7-H exhibits good consistence with that reported by the Nishida group [31]. The PLQY and τDF values of the PhFlOP-based emitters 7 were measured in degassed toluene, and the corresponding data are included in Table 2, showing a

Solvent-dependent chemoselective synthesis of different isoquinolinones mediated by the hypervalent iodine(III) reagent PISA

• Ze-Nan Hu,
• Yan-Hui Wang,
• Jia-Bing Wu,
• Ze Chen,
• Dou Hong and
• Chi Zhang

Beilstein J. Org. Chem. 2024, 20, 1914–1921, doi:10.3762/bjoc.20.167

• ); isoquinolinone; solvent-dependence; Introduction Isoquinolinone is an important heterocyclic structure found in many natural products and biologically active compounds, including pharmaceuticals [1]. For instance, lycoricidine, found in the medicinal plant Lycoris radiata, may inhibit the MCPyV LT protein

Enabling artificial photosynthesis systems with molecular recycling: A review of photo- and electrochemical methods for regenerating organic sacrificial electron donors

• Grace A. Lowe

Beilstein J. Org. Chem. 2023, 19, 1198–1215, doi:10.3762/bjoc.19.88

CF₃-substituted carbocations: underexploited intermediates with great potential in modern synthetic chemistry

• Anthony J. Fernandes,
• Armen Panossian,
• Bastien Michelet,
• Agnès Martin-Mingot,
• Frédéric R. Leroux and
• Sébastien Thibaudeau

Beilstein J. Org. Chem. 2021, 17, 343–378, doi:10.3762/bjoc.17.32

• free-energy relationship between the solvolysis rate and YOTs was obtained, suggesting an important solvent participation in these cases. Further investigations on 22f showed deuterium isotope effects in agreement with the transient formation of a carbenium ion. A solvent dependence of the kH/kD ratio

Thermodynamic and electrochemical study of tailor-made crown ethers for redox-switchable (pseudo)rotaxanes

• Henrik Hupatz,
• Marius Gaedke,
• Hendrik V. Schröder,
• Julia Beerhues,
• Arto Valkonen,
• Fabian Klautzsch,
• Sebastian Müller,
• Felix Witte,
• Kari Rissanen,
• Biprajit Sarkar and
• Christoph A. Schalley

Beilstein J. Org. Chem. 2020, 16, 2576–2588, doi:10.3762/bjoc.16.209

• entropy. However, to further elucidate the role of WCAs in crown/ammonium complexes, more detailed studies are certainly indicated. Electrochemistry The electrochemical properties of the TTF and NDI-bearing macrocycles and pseudorotaxanes are summarized in Table 2. To get some insight into the solvent

• dependence of the electrochemical data, the measurements were performed in 1:1 DCE/CH3CN (increased solubility of the axle salts, weaker pseudo[2]rotaxane binding) and in pure DCE (stronger pseudo[2]rotaxane binding). Generally, the oxidation potentials are shifted to higher values, and the reduction

Hierarchically assembled helicates as reaction platform – from stoichiometric Diels–Alder reactions to enamine catalysis

• David Van Craen,
• Jenny Begall,
• Johannes Großkurth,
• Leonard Himmel,
• Oliver Linnenberg,
• Elisabeth Isaak and
• Markus Albrecht

Beilstein J. Org. Chem. 2020, 16, 2338–2345, doi:10.3762/bjoc.16.195

• or rigid chiral ligands. In addition, a solvent screening was performed in which solvents were used which favor the dimer. This is imminent for good enantioselectivities because the presence of a high amount of stereolabile monomer switches off the selectivity [13]. Solvent dependence Initially the

• solvent dependence of the stereochemical induction of the Diels–Alder reaction by the phenylethyl-derived ligand 2 was studied using N-benzylmaleimide (8e) as dienophile (Table 1). The solvents dioxane (17% ee) and acetone (14% ee) showed a slight decrease of the enantioselectivity compared to THF (21% ee

Ultrafast processes triggered by one- and two-photon excitation of a photochromic and luminescent hydrazone

• Alessandro Iagatti,
• Baihao Shao,
• Alberto Credi,
• Barbara Ventura,
• Ivan Aprahamian and
• Mariangela Di Donato

Beilstein J. Org. Chem. 2019, 15, 2438–2446, doi:10.3762/bjoc.15.236

• photoswitching mechanism, aimed at characterizing the timescale of the photoinduced structure variation and the solvent dependence of its fluorescence properties, is still lacking. Here we present a spectroscopic characterization of this hydrazone species, using both steady state and time resolved absorption and

• further decreases in methanol. As shown in Supporting Information File 1 (Figure S3) the bleaching recovery of the not isomerized population fraction follows the same kinetics. The observed solvent dependence of the ESA decay could indicate that the excited state of the Z-form has a partial charge

1,2,3-Triazolium macrocycles in supramolecular chemistry

• Mastaneh Safarnejad Shad,
• Pulikkal Veettil Santhini and
• Wim Dehaen

Beilstein J. Org. Chem. 2019, 15, 2142–2155, doi:10.3762/bjoc.15.211

• interactions in polar solvents. An important implication for receptor design has been revealed by combining various hydrogen bond donor motifs, particularly systems designed to recognize anions in highly polar organic media or aqueous environments by considering of different solvent dependence of the

Complexation of chiral amines by resorcin[4]arene sulfonic acids in polar media – circular dichroism and diffusion studies of chirality transfer and solvent dependence

• Bartosz Setner and
• Agnieszka Szumna

Beilstein J. Org. Chem. 2019, 15, 1913–1924, doi:10.3762/bjoc.15.187

• manifested in chirality transfer. We will also present a crucial and non-intuitive solvent dependence. RSAs (e.g., 1) can be considered as analogues of calix[4]arene sulfonic acids (CSAs) – the class of macrocycles widely studied in the context of various host–guest interactions, especially with various

Conformational signature of Ishikawa´s reagent using NMR information from diastereotopic fluorines

• Laize A. F. Andrade,
• Lucas A. Zeoly,
• Rodrigo A. Cormanich and
• Matheus P. Freitas

Beilstein J. Org. Chem. 2019, 15, 506–512, doi:10.3762/bjoc.15.44

• solvent dependence of 3JH,F(pro-S/R), indicating that the conformational equilibrium of 1 changes on going from cyclohexane (nonpolar) to pyridine (polar) solution. According to the calculated molecular dipole moments for the possible conformers of 1 (Table 2), a significant interplay of conformers 1B and

Nucleofugal behavior of a β-shielded α-cyanovinyl carbanion

• Rudolf Knorr and
• Barbara Schmidt

Beilstein J. Org. Chem. 2018, 14, 3018–3024, doi:10.3762/bjoc.14.281

• laboratory time scale in the solvents THF, Et2O, t-BuOMe, or toluene. A similarly weak solvent dependence had been observed [4] for the heterolytic cis/trans stereoinversion of 2Li. (v) For more profound mechanistic investigations, one should be aware of the established [4] clustered ground state of 2Li and

Synthesis and photophysical properties of novel benzophospholo[3,2-b]indole derivatives

• Mio Matsumura,
• Mizuki Yamada,
• Atsuya Muranaka,
• Misae Kanai,
• Naoki Kakusawa,
• Daisuke Hashizume,
• Masanobu Uchiyama and
• Shuji Yasuike

Beilstein J. Org. Chem. 2017, 13, 2304–2309, doi:10.3762/bjoc.13.226

• , parent phosphole 3 showed narrow absorption peaks at 320, 343, and 357 nm. Additionally, these compounds exhibited very little solvent dependence (see Supporting Information File 1, Figure S2). Phosphine oxide 4 exhibited blue fluorescence with the maximum emission (λem) at 450 nm. The quantum yield (Ф

Copper-mediated synthesis of N-alkenyl-α,β-unsaturated nitrones and their conversion to tri- and tetrasubstituted pyridines

• Dimitra Kontokosta,
• Daniel S. Mueller,
• Dong-Liang Mo,
• Wiktoria H. Pace,
• Rachel A. Simpson and
• Laura L. Anderson

Beilstein J. Org. Chem. 2015, 11, 2097–2104, doi:10.3762/bjoc.11.226

• enamine to the ketone. This pathway may explain the solvent dependence that was observed for the transformation (Scheme 3). The lack of any observation of dihydropyridine N-oxide intermediate 17ae suggests that the reaction is not proceeding through an electrocyclization and elimination process. A second

3-Pyridinols and 5-pyrimidinols: Tailor-made for use in synergistic radical-trapping co-antioxidant systems

• Luca Valgimigli,
• Daniele Bartolomei,
• Riccardo Amorati,
• Evan Haidasz,
• Jason J. Hanthorn,
• Susheel J. Nara,
• Johan Brinkhorst and
• Derek A. Pratt

Beilstein J. Org. Chem. 2013, 9, 2781–2792, doi:10.3762/bjoc.9.313

• acetonitrile as a representative polar solvent. We felt this was necessary since there is essentially no data available in the literature for the reactivity of the vast majority of these compounds in any media other than chlorobenzene (or benzene) and we wanted to examine the solvent-dependence of any

Electron self-exchange activation parameters of diethyl sulfide and tetrahydrothiophene

• Martin Goez and
• Martin Vogtherr

Beilstein J. Org. Chem. 2013, 9, 1448–1454, doi:10.3762/bjoc.9.164

• other hand, λ0 obviously also remains the dominant term by far, also for this reaction type. The solvent dependence of would allow a separation of λi and λ0, as only the latter is polarity dependent. Unfortunately, however, a variation of the solvent proved infeasible. In very nonpolar media, TPP+ is

Synthesis and anion recognition properties of shape-persistent binaphthyl-containing chiral macrocyclic amides

• Marco Caricato,
• Nerea Jordana Leza,
• Claudia Gargiulli,
• Giuseppe Gattuso,
• Daniele Dondi and
• Dario Pasini

Beilstein J. Org. Chem. 2012, 8, 967–976, doi:10.3762/bjoc.8.109

• ), showed little solvent dependence, with λmax around 230 nm in all cases, and with well-defined shoulders just below 300 nm. Comparison with data available on parent systems [31] reveals that the spectra cannot be explained as the sum of those generated by the two major aromatic chromophoric components

Predicting the UV–vis spectra of oxazine dyes

• Scott Fleming,
• Andrew Mills and
• Tell Tuttle

Beilstein J. Org. Chem. 2011, 7, 432–441, doi:10.3762/bjoc.7.56

• [6][7][8]. In the current investigation we focus on the ten oxazine dyes shown in Figure 2, which are readily soluble in aqueous solution, in order to determine the ability of computational methodology to describe the solvent dependence on the absorption maxima. Solvatochromism in oxazine dyes has