Computational design for enantioselective CO₂ capture: asymmetric frustrated Lewis pairs in epoxide transformations

• Maxime Ferrer,
• Iñigo Iribarren,
• Tim Renningholtz,
• Ibon Alkorta and
• Cristina Trujillo

Beilstein J. Org. Chem. 2024, 20, 2668–2681, doi:10.3762/bjoc.20.224

• an in silico approach to design asymmetric frustrated Lewis pairs (FLPs) aimed at controlling reaction stereochemistry. Four FLP scaffolds, incorporating diverse Lewis acids (LA), Lewis bases (LB), and substituents, were assessed via volcano plot analysis to identify the most promising catalysts. By

• catalyst efficiency and selectivity in sustainable chemistry applications. Keywords: asymmetric catalysis; carbon dioxide; CO2; epoxide; frustrated Lewis pairs (FLPs); volcano plot; Introduction The field of frustrated Lewis pairs (FLPs) has flourished since their seminal discovery in 2006 by Stephan and

• (Scheme 1). The most promising catalyst scaffolds for the reaction under study were identified by volcano plot analysis [26][27]. Inspired by the asymmetric oxazoline synthesised by Gao et al. [28], and guided by the volcano plot results, modifications to these FLP scaffolds facilitated the development of

Improved deconvolution of natural products’ protein targets using diagnostic ions from chemical proteomics linkers

• Andreas Wiest and
• Pavel Kielkowski

Beilstein J. Org. Chem. 2024, 20, 2323–2341, doi:10.3762/bjoc.20.199

• restricts the site identification [101]. The difference in protein intensities from the probe and control experiments can be visualized using a volcano plot or a waterfall plot and is also referred as protein-level experiment. Next, the elution of a desired biotin–probe–peptide conjugate can be carried out

Catalysing (organo-)catalysis: Trends in the application of machine learning to enantioselective organocatalysis

• Stefan P. Schmid,
• Leon Schlosser,
• Frank Glorius and
• Kjell Jorner

Beilstein J. Org. Chem. 2024, 20, 2280–2304, doi:10.3762/bjoc.20.196

• literature-mined reaction database to train an XGBoost model. The turn-over frequency of a reaction was determined using a volcano plot based on reaction energies [135][136][137], where the latter were again predicted using an XGBoost model based on the literature-mined dataset. Using fragments derived from

Dynamic light scattering studies of the effects of salts on the diffusivity of cationic and anionic cavitands

• Anthony Wishard and
• Bruce C. Gibb

Beilstein J. Org. Chem. 2018, 14, 2212–2219, doi:10.3762/bjoc.14.195

• associate with host 2 and induce charge neutralization and aggregation when it is in the free state, but if it itself strongly associates with the counter ion of the salt then it will not be able to bind strongly to 2. There is a well-established “volcano plot” relationship between the standard heat of

Creating molecular macrocycles for anion recognition

• Amar H. Flood

Beilstein J. Org. Chem. 2016, 12, 611–627, doi:10.3762/bjoc.12.60

• ], copyright 2014 Royal Society of Chemistry. (a) Synthesis and one-pot macrocyclization of the tricarb macrocycle. (b) Volcano plot of anion affinities (20:80 methanol/chloroform). Part (b) adapted with permission from [8], copyright 2016 Wiley. (a) Tricarb binds iodide. (b) Tricarb’s single-molecule STM

• design was used to optimize the structure to make the chloride’s affinity equal to that of bifluoride. Part (a) adapted with permission from [30], copyright 2011 Wiley. Part (c) adapted with permission from [32], copyright 2014 American Chemical Society. (a) One-pot synthesis of cyanostars. (b) Volcano

• plot of anion affinities (40:60 methanol/dichloromethane). (a) Representation and (b) crystal structure of cyanostar-based [3]rotaxane. Crystal structures of cyanostar sandwich around (a) perchlorate and (b) diglyme (molecules shown with stick models and representative electron-density contours). Part