Pyro-Borates, Spiro-Borates, and Boroxinates of BINOL-Assembly, Structures, and Reactivity
| Autor: | Mathew J. Vetticatt, Anil K. Gupta, Li Huang, Rui H. Huang, Xiaopeng Yin, Gang Hu, Wenjun Zhao, Joseph A. Izzo, Wynter E. G. Osminski, William D. Wulff |
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| Rok vydání: | 2017 |
| Předmět: |
chemistry.chemical_classification
Boron Compounds Base (chemistry) Molecular Structure 010405 organic chemistry Chemistry Ligand chemistry.chemical_element General Chemistry Naphthols 010402 general chemistry Ligands 01 natural sciences Biochemistry Medicinal chemistry Catalysis 0104 chemical sciences Colloid and Surface Chemistry Organic chemistry Reactivity (chemistry) Spiro Compounds Boron Stoichiometry |
| Zdroj: | Journal of the American Chemical Society. 139(30) |
| ISSN: | 1520-5126 |
| Popis: | VANOL and VAPOL ligands are known to react with three equivalents of B(OPh)3 to form a catalytic species that contains a boroxinate core with three boron atoms, and these have proven to be effective catalysts for a number of reactions. However, it was not known whether the closely related BINOL ligand will likewise form a boroxinate species. It had simply been observed that mixtures of BINOL and B(OPh)3 were very poor catalysts compared to the same mixtures with VANOL or VAPOL. Borate esters of BINOL have been investigated as chiral catalysts, and these include meso-borates, spiro-borates, and diborabicyclo-borate esters. Borate esters are often in equilibrium, and their structures can be determined by stoichiometry and/or thermodynamics, especially in the presence of a base. The present study examines the structures of borate esters of BINOL that are produced with different stoichiometric combinations of BINOL with B(OPh)3 in the presence and absence of a base. Depending on conditions, pyro-borates, spir... |
| Databáze: | OpenAIRE |
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