Quantifying the relative contribution of hydrogen bonding and hydrophobic environments, and coordinating groups, in the zinc(II)-water acidity by synthetic modelling chemistry

Dalton Transactions : an International Journal of Inorganic Chemistry
Juan C Mareque-RivasSimon Parsons

Abstract

Ligands derived from the tripodal N4 ligand tris(pyridylmethyl)amine ((pyCH2)3N, tpa) of general formula (6-RNHpyCH2)nN(CH2py)(3-n)(R = H, n= 1-3 L(1-3); R = neopentyl, n= 1-3 L'(1-3)) were used to elucidate and quantify the magnitude of the effects exerted by hydrogen bonding and hydrophobic environments in the zinc-water acidity of their complexes. The pKa of the zinc-bound water molecule of [(L(1-3))Zn(OH2)]2+ and [(L'(1-3))Zn(OH2)]2+ 1'-3' was determined by potentiometric pH titrations in water (1-3) or water-ethanol (1:1) (1'-3'). The zinc(II) water acidity gradually increases as the number of -NH2 hydrogen bonding groups adjacent to the water molecule increases. Thus, the zinc-bound water of [(L3)Zn(OH2)]2+ and [(tpa)Zn(OH2)]2+ deprotonate with pKa values of 6.0 and 8.0, respectively. The pKa of the water molecule, however, is only raised from 8.0 in [(tpa)Zn(OH2)]2+ to 9.1 in [(bpg)Zn(OH2)]+ (bpa =(pyCH2)2N(CH2COO-)). Moreover, the acidity of the zinc-bound water of several of the five-coordinate zinc(II) complexes with the hydrogen bonding groups is greater than that of four-coordinate [((12)aneN3)Zn(OH2)]2+ (pKa = 7.0). This result shows that the magnitude of the effect exerted by the hydrogen bonding groups can be lar...Continue Reading

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Citations

Dec 17, 2008·Chemical Communications : Chem Comm·Ryan L Shook, A S Borovik
May 8, 2010·Chemical Communications : Chem Comm·Young Jun ParkA S Borovik
Jan 31, 2012·Chemical Communications : Chem Comm·Gary K-Y NgA S Borovik
May 10, 2005·Chemistry : a European Journal·Bernhard Bauer-SiebenlistSebastian Dechert
Oct 24, 2007·Dalton Transactions : an International Journal of Inorganic Chemistry·Heinrich Vahrenkamp
Aug 2, 2005·Angewandte Chemie·Akira WadaHideki Masuda
Mar 29, 2006·Dalton Transactions : an International Journal of Inorganic Chemistry·Alison K NairnPaul H Walton
May 12, 2006·Dalton Transactions : an International Journal of Inorganic Chemistry·Juan C Mareque RivasSimon Parsons
Jan 4, 2007·Dalton Transactions : an International Journal of Inorganic Chemistry·Russell A AllredLisa M Berreau
Dec 19, 2013·Dalton Transactions : an International Journal of Inorganic Chemistry·Benjamin GutschankChristoph Wölper
Jul 11, 2013·Dalton Transactions : an International Journal of Inorganic Chemistry·James C KnightFrank Wuest
Jul 23, 2015·Bioinorganic Chemistry and Applications·Abdou Saad El-TablNahla Abd El-Halim Abou El-Fadl
Apr 11, 2008·Dalton Transactions : an International Journal of Inorganic Chemistry·Tatsuya FujiiHideki Masuda
Mar 1, 2012·Dalton Transactions : an International Journal of Inorganic Chemistry·Fawaz A SaadBenson M Kariuki
Jan 12, 2008·Chemical Communications : Chem Comm·Daniela Natale, Juan C Mareque-Rivas
Mar 31, 2011·Dalton Transactions : an International Journal of Inorganic Chemistry·Alexander BeitatSiegfried Schindler
Aug 10, 2006·Chemical Reviews·Natasa MitićGerhard Schenk
Apr 13, 2010·Inorganic Chemistry·Ryan L Shook, A S Borovik
Dec 31, 2004·The Journal of Organic Chemistry·Andrew C BennistonRobert D Peacock

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