The Chemistry of the Oxazolines.

Synthesis and Characterisation of the First Oxazoline Coordination Compounds Containing the Cu(F6acac)2 Unit: X-ray Diffraction Studies of Cu(kappa2-O,O'-F6acac)2(kappa1-N-Meox) and Cu(kappa2-O,O'-F6acac)2(kappa1-N-Etox)

“…[1][2][3] Oxazolines are now considered one of the "privileged" classes of ligands and are now routinely used in both regio-and enantio-selective catalysis, 4 coordination chemistry, 5 directed ortho-metallation strategies, polymer chemistry, 6 etc. Our interest in oxazoline (ox) chemistry is centred on both novel ligand designs and coordination chemistry 7,8 with a long term goal of improving the catalytic performance of such materials.…”

Coordination chemistry and applications of metal phenolates containing an oxazoline group

“…The first purified naturally occurring example, 2-mercapto-5,5-dimethyl-2-oxazoline (3), was obtained by Hopkins in 1938 from the extracts of the western Canadian weed Conringia orientalis (Hopkins 1938), and since that time, a large number of other bio-derived examples have been isolated and structurally elucidated (Vergne et al 2000, Budzikiewicz 2004). There are various high-yielding and facile synthetic methods that are used to produce oxazolines, and these protocols can be found in a number of review articles and monographs (Wiley and Bennett 1949, Frump 1971, Kobayashi 1990, Aoi and Okada 1996, Culbertson 2002, Eicher and Hauptmann 2003, Meyers 2005, Joule and Mills 2010. Multidentate examples of these oxazolines include the bis-oxazolines (4) and the pyridine bisoxazoline (5) derivatives ( Figure 1); chiral versions of the ring system have been labelled, in recent years, as one of the so-called privileged classes of ligands.…”

The Crystal and Molecular Structure of (2Z)-2-[3-(4-Methoxybenzoyl)-4,4-dimethyl-1,2-oxazolidin-2-ylidene]-1-(4-methoxyphenyl)ethanone

“…The 2-oxazolines, a sub-class of the azoles, consist of a 5-membered ring system consisting of one O-and one N-atom separated by a single carbon; these latter two atoms being formally sp 2 hybridised [1,2]. The group itself represents an important heterocyclic functionality as these molecules are routinely used as ligands in coordination chemistry [3][4][5][6] and catalysis [7][8][9][10], as directing groups in chemical modification strategies [11][12][13][14] and as a protecting group for carboxylic acids [15][16][17][18].…”