NDLI: Group 3 metal complexes supported by tridentate pyridine- and thiophene-linked bis(naphtholate) ligands: synthesis, structure, and use in stereoselective ring-opening polymerization of racemic lactide and β-butyrolactone

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Dalton Transactions Vol - 39 Issue - 19

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Group 3 metal complexes supported by tridentate pyridine- and thiophene-linked bis(naphtholate) ligands: synthesis, structure, and use in stereoselective ring-opening polymerization of racemic lactide and β-butyrolactone

Content Provider	Royal Society of Chemistry (RSC)
Author	Carpentier, Jean-François Kirillov, Evgueni Grunova, Ekaterina Roisnel, Thierry
Copyright Year	2010
Abstract	Scandium, yttrium and lanthanum amido complexes supported by tridentate bis(ortho-silyl-substituted naphtholate)-donor ligands ({ONOSiPh3}2− and {ONOSitBuMe2}2−, donor = 2,6-pyridine; {OSOSiPh3}2−, donor = 2,5-thiophene) have been prepared in high yields (72–96%) by reaction of the corresponding pro-ligand {OZOSiR3}H2 and Ln[N(SiHMe2)2]3(THF)n precursor. The solid-state structures of {ONOSiPh3}La[N(SiHMe2)2](THF) (3), {ONOSitBuMe2}Ln[N(SiHMe2)2](THF) (Ln = Sc, 4; Y, 5) and {OSOSiPh3}Ln[N(SiHMe2)2](THF) (Ln = Sc, 7; La, 9) have been determined by single-crystal X-ray diffraction studies. In all five complexes, the naphtholate rings twist in the same direction from the plane of the pyridine or thiophene linker, to give rise to Cs-symmetric (non crystallographic) structures. Compounds 1–9 are single-site initiators for the ring-opening polymerization (ROP) of racemic lactide (rac-LA) at 20 °C, affording poly(lactides)s (PLAs) with relatively narrow polydispersities and molecular weights in good agreement with calculated values. When carried out in THF, the polymerizations afforded heterotactic-enriched PLAs (Pr up to 0.93), while atactic polymers are formed in toluene. Compounds 1–3 and 7–9, having o-SiPh3 substituents on the naphtholate rings, are also active for the ROP of racemicβ-butyrolactone at 20–50 °C, to form syndiotactic-enriched poly(3-hydroxybutyrate)s (PHBs) (Pr up to 0.87) when using toluene as the solvent, whereas atactic polymers were obtained in THF. The nature of the metal center (Sc, Y, La), the central linker in the ligand framework (pyridine, thiophene), and the ortho-silyl substituent (SiPh3, SiMe2tBu) significantly affect the degree of stereocontrol in those polymerizations.
Starting Page	6739
Ending Page	6752
Page Count	14
File Format	HTM / HTML PDF
ISSN	14779226
Volume Number	39
Issue Number	29
Journal	Dalton Transactions
DOI	10.1039/b920283h
Language	English
Publisher	Royal Society of Chemistry
Access Restriction	Open
Subject Keyword	THF Scandium Yttrium Lanthanum Pyridine Thiophene X-ray crystallography Ring-opening polymerization Racemic mixture Lactide Tacticity Toluene Polyhydroxybutyrate Solvent Ligand Substituent
Content Type	Text
Resource Type	Article
Subject	Inorganic Chemistry

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Scandium versus yttrium{amino-alkoxy-bis(phenolate)} complexes for the stereoselective ring-opening polymerization of racemic lactide and β-butyrolactone

Stereoselective Ring-Opening (Co)polymerization of β-Butyrolactone and ε-Decalactone Using an Yttrium Bis(phenolate) Catalytic System

Exploring Electronic versus Steric Effects in Stereoselective Ring-Opening Polymerization of Lactide and β-Butyrolactone with Amino-alkoxy-bis(phenolate)–Yttrium Complexes

Potassium complexes supported by monoanionic tetradentate amino-phenolate ligands: synthesis, structure and catalysis in the ring-opening polymerization of rac-lactide

Tacticity Control of Cyclic Poly(3-Thiobutyrate) Prepared by Ring-Opening Polymerization of Racemic beta-Thiobutyrolactone

Overcoming aggregation in indium salen catalysts for isoselective lactide polymerization

Highly Syndiotactic or Isotactic Polyhydroxyalkanoates by Ligand-Controlled Yttrium-Catalyzed Stereoselective Ring-Opening Polymerization of Functional Racemic β-Lactones

Initiators for the stereoselective ring-opening polymerization of meso-lactide

Zinc, aluminum and group 3 metal complexes of sterically demanding naphthoxy-pyridine ligands: Synthesis, structure, and use in ROP of racemic lactide and β-butyrolactone

Group 3 metal complexes supported by tridentate pyridine- and thiophene-linked bis(naphtholate) ligands: synthesis, structure, and use in stereoselective ring-opening polymerization of racemic lactide and β-butyrolactone

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