Journal
DALTON TRANSACTIONS
Volume -, Issue 21, Pages 3448-3452Publisher
ROYAL SOC CHEMISTRY
DOI: 10.1039/b412147c
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- NIGMS NIH HHS [GM46502] Funding Source: Medline
- NATIONAL INSTITUTE OF GENERAL MEDICAL SCIENCES [R01GM046502] Funding Source: NIH RePORTER
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The molecular structure of the tris(2-mercapto-1-tolylimidazolyl) hydroborato complex {[Tmp-Tol]Zn(mim(p-Tol))}[ClO4].3MeCN has been determined by X-ray diffraction, thereby demonstrating that the mim(p-Tol) ligand exhibits a N-H...O hydrogen bond with the [ClO4](-) counterion, {[Tmp-Tol]Zn(mim(p-Tol))...(OClO3)}, rather than hydrogen bond with a sulfur of the [Tmp-Tol] ligand. DFT calculations on a series of related complexes, namely {[Tm-Me]Zn(mim(Me))}(+), {[Tm-Me]Zn(mim(Me))}...(OClO3)}, {[Tm-Me]Zn(mim(Me))}...[O(H)Me]}(+), and {[Tm-Me]Zn(mim(Me))}...(NCMe)}(+) demonstrate that an intramolecular N-H...S hydrogen bond within {[Tm-Me]Zn(mim(Me))}(+) is also less favored than the corresponding hydrogen bonding interactions with MeCN, MeOH, and [ClO4](-). The inability of the sulfur atoms of [Tm-R] ligand to act as an effective hydrogen bond acceptor is in marked contrast to the ability of sulfur atoms in thiolate ligands to participate in the formation of N-H...S hydrogen bonds, an observation that reflects the thione versus thiolate nature of the [Tm-R] ligand.
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