Hydrogen bond templated 1:1 macrocyclization through an olefin metathesis/hydrogenation sequence
| Autor: | Florence Mongin, Floris Chevallier, Thierry Roisnel, Andrada Stefania Trita |
|---|---|
| Přispěvatelé: | Institut des Sciences Chimiques de Rennes (ISCR), Université de Rennes 1 (UR1), Université de Rennes (UNIV-RENNES)-Université de Rennes (UNIV-RENNES)-Institut National des Sciences Appliquées - Rennes (INSA Rennes), Institut National des Sciences Appliquées (INSA)-Université de Rennes (UNIV-RENNES)-Institut National des Sciences Appliquées (INSA)-Ecole Nationale Supérieure de Chimie de Rennes (ENSCR)-Institut de Chimie du CNRS (INC)-Centre National de la Recherche Scientifique (CNRS), Université de Rennes (UR)-Institut National des Sciences Appliquées - Rennes (INSA Rennes), Institut National des Sciences Appliquées (INSA)-Institut National des Sciences Appliquées (INSA)-Ecole Nationale Supérieure de Chimie de Rennes (ENSCR)-Institut de Chimie du CNRS (INC)-Centre National de la Recherche Scientifique (CNRS) |
| Rok vydání: | 2013 |
| Předmět: |
Macrocyclic Compounds
Pyridines Sequence (biology) Alkenes 010402 general chemistry 01 natural sciences Biochemistry Catalysis Ruthenium macrocyclic ring closing metathesis chlororesorcinol hydrogen bonding template Organic chemistry Ring-opening metathesis polymerisation Molecule Physical and Theoretical Chemistry Olefin metathesis Molecular Structure 010405 organic chemistry Chemistry Hydrogen bond Organic Chemistry Hydrogen Bonding Resorcinols Combinatorial chemistry 0104 chemical sciences Cyclization Hydrogenation [CHIM.OTHE]Chemical Sciences/Other Acyclic diene metathesis |
| Zdroj: | Organic Letters Organic Letters, American Chemical Society, 2013, 15, pp.3798--3801. ⟨10.1021/ol401803t⟩ Organic Letters, 2013, 15, pp.3798--3801. ⟨10.1021/ol401803t⟩ |
| ISSN: | 1523-7052 1523-7060 |
| DOI: | 10.1021/ol401803t⟩ |
| Popis: | International audience; The construction of pyridine-contg. macrocyclic architectures using a nonmetallic template is described. 4,6-Dichlororesorcinol was used as an exotemplate to self-organize two aza-heterocyclic units by OH***N hydrogen bonds [e.g., terminal diene I + 4,6-dichlororesorcinol + Grubbs 2nd generation catalyst under Ar followed by H2 purging → II (82%)]. Subsequent sequential double olefin metathesis/hydrogenation reactions employing a single ruthenium-alkylidene precatalyst open access to macrocyclic mols. [on SciFinder(R)] |
| Databáze: | OpenAIRE |
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