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Decision Trees for the Recognition of Metal-Centered Chirality in Coordination Complexes.
J Comput Chem
January 2025
Departamento de Química Fundamental, Universidade Federal de Pernambuco, Recife, Pernambuco, Brazil.
While established guidelines exist for chirality in tetrahedral molecules, there is a notable absence of clear rules for recognizing metal-centered chirality in higher-coordination complexes. We develop decision trees to assess the likelihood of chirality-at-metal in coordination complexes with coordination numbers 4-9 with mono and bidentate ligands. Using binary decision rules based on shape, ligand type, and quantity, the trees classify complexes as chiral or achiral.
View Article and Find Full Text PDF150 Years of the Tetrahedral Carbon: A Toast to Chirality.
Chirality
February 2025
Department of Organic and Inorganic Chemistry, Faculty of Sciences, University of Extremadura, Badajoz, Spain.
We have recently celebrated the 150th anniversary of the tetrahedral carbon (1874-2024), as postulated by van't Hoff and Le Bel, who published their seminal breakthrough only 2-months apart, on September 5 and November 5, 1874, respectively. The concept is a fundamental pillar of structural chemistry and, if we may say so, of molecular sciences. How two young men in their early careers dared to disturb the established way of thinking constitutes the jumping-off of scientific theories as constructive elements, rather than arguments derived from experiments.
View Article and Find Full Text PDFFDA-approved drugs featuring macrocycles or medium-sized rings.
Arch Pharm (Weinheim)
January 2025
Jiangsu Co-Innovation Center of Efficient Processing and Utilization of Forest Resources, College of Chemical Engineering, Nanjing Forestry University, Nanjing, China.
Macrocycles or medium-sized rings offer diverse functionality and stereochemical complexity in a well-organized ring structure, allowing them to fulfill various biochemical functions, resulting in high affinity and selectivity for protein targets, while preserving sufficient bioavailability to reach intracellular compartments. These features have made macrocycles attractive candidates in organic synthesis and drug discovery. Since the 20th century, more than three-score macrocyclic drugs, including radiopharmaceuticals, have been approved by the US Food and Drug Administration (FDA) for treating bacterial and viral infections, cancer, obesity, immunosuppression, inflammatory, and neurological disorders, managing cardiovascular diseases, diabetes, and more.
View Article and Find Full Text PDFScalable preparation of furanosteroidal viridin, β-viridin and viridiol from Trichoderma virens.
Sci Rep
January 2025
Division of Applied Bioscience, Graduate School of Agriculture, Hokkaido University, Kita 9, Nishi 9, Kita-ku, Sapporo, 060-8589, Hokkaido, Japan.
Viridin and viridiol, along with wortmannin, metabolized by filamentous fungus Trichoderma virens, are identical furanosteroids with high-potent inhibitory activity towards phosphatidylinositol 3-kinase (PI3K) that associates the growth of tumor cells. Therefore, structure-activity relationship study (SAR) of these furanosteroids contributes to the development of novel drugs. However, rational supply methods have not been established yet.
View Article and Find Full Text PDF-Ge/B 1,1-Hydroboration of Alkynylgermanes with 9-BBN.
Org Lett
January 2025
Key Laboratory of Precision and Intelligent Chemistry, University of Science and Technology of China, Hefei, Anhui 230026, China.
A 1,1-hydroboration of alkynylgermanes with unique -Ge/B stereochemistry under transition-metal-free conditions is reported. Mechanistic studies suggest that a pathway involving α-boration followed by a stepwise 1,2-Ge/H shift on the intermediate structurally lies between an alkyne-Ge π complex and a typical vinyl cation. The resulting Ge/B bimetallic modules, along with a /Ge/B trimetallic variant, can be conveniently transformed into trisubstituted olefins through iterative divergent cross-coupling.
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