A tin(IV)-ruthenium(II)-tin(IV) cyclic porphyrin trimer with replaceable chiral linings.
A series of cyclic metalloporphyrin trimers, Ru(CO)(py)[Sn(carboxylate)2](2)2, having cavities lined with different carboxylate groups are synthesized by adding the appropriate carboxylic acids to the mixed trimer Ru(CO)(py)-[Sn(OH)2](2)2. This methodology provides ready access to a wide range of cavities lined with substituents possessing chirality or hydrogen-bonding groups. The potential of such systems is illustrated by synergistic binding of a hydroxypyridine to the Ru(II)-CO center and to the hydroxyl groups of a D-quinate-lined cavity. The effect of changing the carboxylate lining of the cavity on the course of epoxidation reactions catalyzed by these trimers is also reported.
Webb
S J
SJ
Department of Chemistry, University of Sheffield, Sheffield S3 7HF, U.K. S.J.Webb@sheffield.ac.uk
Sanders
J K
JK
D002264:Carboxylic Acids / Q000138:chemical synthesis / Q000737:chemistry*; D007202:Indicators and Reagents; D009682:Magnetic Resonance Spectroscopy; D008665:Metalloporphyrins / Q000138:chemical synthesis / Q000737:chemistry*; D008958:Models, Molecular; D008968:Molecular Conformation; D015394:Molecular Structure; D012428:Ruthenium; D016339:Spectrometry, Mass, Fast Atom Bombardment; D013053:Spectrophotometry; D013329:Structure-Activity Relationship; D014001:Tin
D002264:Carboxylic Acids; D007202:Indicators and Reagents; D008665:Metalloporphyrins; D014001:Tin; D012428:Ruthenium