1. Methanol Addition to Dihapto-Coordinated Rhenium Complexes of Furan
- Author
-
Lee A. Friedman and Harman Wd
- Subjects
Magnetic Resonance Spectroscopy ,Organomercury Compounds ,Ligand ,Stereochemistry ,Methanol ,Diastereomer ,chemistry.chemical_element ,Stereoisomerism ,Protonation ,General Chemistry ,Vinyl ether ,Rhenium ,Biochemistry ,Catalysis ,Kinetics ,chemistry.chemical_compound ,Colloid and Surface Chemistry ,chemistry ,Furan ,Pyridine ,medicine ,Furans ,medicine.drug - Abstract
The complexes [TpRe(CO)(L)(4,5-eta(2)-furan)], present as diastereomeric mixtures (L = (t)BuNC (1A, 1B), PMe(3) (2A, 2B), pyridine (3A, 3B), or 1-methylimidazole (4A, 4B)), undergo acid-catalyzed methanol addition in CH(2)Cl(2) at -40 degrees C, resulting in the syntheses of dihapto-coordinated 2-methoxy-2,3-dihydrofuran complexes. In all cases, two diastereomers resulted, one in which the oxygen of the dihydrofuran is oriented toward the L ligand (5A, 6A, 7A, and 8A), and one in which the oxygen is oriented away from the L ligand (5B, 6B, 7B, and 8B). In all cases, the methoxy group adds stereoselectively, anti to the metal fragment. In addition, the (t)BuNC complex 1 yields a dihapto-coordinated vinyl ether (5C) that results from ring opening of the protonated furan ligand. In no case does the diastereomeric ratio of products correlate with that of the starting material.
- Published
- 2001