Glutaric acid complexation

Figure 18 Glutaric acid complex in the productive conformation (a) and the unproductive conformation (b)...

Miscellaneous Derivatives. Fimehc acid is used as an intermediate in some pharmaceuticals and in aroma chemicals ethylene brassylate is a synthetic musk (114). Salts of the diacids have shown utUity as surfactants and as corrosion inhibitors. The alkaline, ammonium, or organoamine salts of glutaric acid (115) or C-5—C-16 diacids (116) are useflil as noncorrosive components for antifreeze formulations, as are methylene azelaic acid and its alkah metal salt (117). Salts derived from C-21 diacids are used primarily as surfactants and find apphcation in detergents, fabric softeners, metal working fluids, and lubricants (118). The salts of the unsaturated C-20 diacid also exhibit anticorrosion properties, and the sodium salts of the branched C-20 diacids have the abUity to complex heavy metals from dilute aqueous solutions (88). 

The aromatic spacer group of the model receptors prevent the formation of intramolecular hydrogen bonds between the opposing carboxyls yet these functions are ideally positioned for intermolecular hydrogen bonds of the sort indicated in 32. The acridine derivatives do indeed form stoichiometric complexes with oxalic, malonic (and C-substituted malonic acids) as well as maleic and phthalic acids, Fumaric, succinic or glutaric acids did not form such complexes. Though protonation appears to be a necessary element in the recognition of these diacids, the receptor has more to... 

The equilibrium formation constants for the 1 1 complexes of Hf with glycine and serine in solutions of pH 2 have been determined as 31 and 18, respectively, and the HfO -amygdalic acid complex, [HfO PhCH(0)- 02)2] , has been obtained in aqueous solutions of pH 7—10.5. The stability constants of the 1 1 complexes of ZrO with iVh/ -ethylenediamine-bis(succinic acid) and Nh/ -ethylenediaminebis(glutaric acid) have been determined. ... 

The stepwise stability constants for V complexes with glutamic, aspartic, W -ethylenediaminedisuccinic, and W -ethylenediamine-bis-(a-glutaric acid) have been reported.The 1 1 oxovanadium(iv) complex of 5-nitrosalicylic acid has been characterized = 710 nm), and the mixed species formed between vanadium(iv) with protocatechuic acid (H3L ) or gallic acid (H L ) and 4-aminoantipyrine (aant) have been identified spectroscopically as the 1 1 1 and 1 2 2 HL (HL ) aant complexes. The species present in solutions of and tartaric acid below pH 2 have been identified as [VO-... 

Figure 11.2 shows a cyclohexane oxidation reactor. The further oxidation of the ketone and alcohol to adipic acid is very complex but occurs in good yield, 94%, despite some succinic and glutaric acid by-products being formed because the adipic acid can be preferentially crystallized and centrifuged. 

In the last few years, Hamilton has published reports of a series of open chain or cyclic receptors featuring 2-acylaminopyridine units as combined H-bond donor and acceptor groups [30]. The simple terephthaloyl derivative 22 forms stable complexes with dicarboxylic acids of appropriate chain length, like adipic and glutaric acid, in CDCI3 [31]. Additionally, complexation influences the s-cis s-trans ratio of the amide bond in acylprolines [32]. 

Figure 11.26 X-ray crystal structure of the 2 2 complex of 11.41 with glutaric acid showing the matching of the guest and host hydrogen-bonding binding sites.37...

Solution equilibrium studies410 have identified both 1 1 and 1 2 complexes found between V02+ ions and oxalic acid, but only 1 1 complexes for phthalic, maleic, succinic, and adipic acids. Equilibrium constants for the formation and subsequent hydrolysis of these complexes have been determined. VO(H2L) (H5L = trihydroxy-glutaric acid) is the principal complex species in mixed aqueous acetone solutions but minor amounts of (VO)3(H2L)2 are also formed 411 the stability of VO(H2L)-increases with increasing acetone content. Solvent effects are also evident in vana-dium(iv)-quercetin system 412 the protonated ligand RH2 forms VOR+ and VR2 + in methanol at pH 3 but only VOR+ in aqueous methanol. 

Figure 12 Molecular structures of four bischelating ligands commonly used to form octahedral Ru- and Rh-complexes for attachment to DNA phenanthrenequinone diimine (phi), dipyridophenazine (dppz), 5-(amido-glutaric acid)-l,10-phenanthroline (phen ), and 2,2 -bipyridine (bpy).

Figure 31 A self-assembling dicarboxylic acid receptor shown as its complex with glutaric acid [44]...

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