Synthesis and crystal structures of bis[1-oxopyridin-2-olato(1−)]bis(pentafluorophenyl)silicon(IV)–tetrahydrofuran–pentane (2/1/1), bis[1-oxopyridin-2-olato(1−)]bis(p-tolyl)silicon(IV), and dimesitylbis[1-oxopyridin-2-olato(1−)]silicon(IV)

Authors

Bradley M. Kraft, St. John Fisher UniversityFollow
William W. Brennessel, University of Rochester
Jordan W. Andrews, University of Rochester
Michael T. Viggiani, St. John Fisher University
Nathan F. Kittrell, St. John Fisher University
Matthew T. Heckman, St. John Fisher University

Document Type

Article

Publication Date

3-2024

Abstract

The neutral organosilicon(IV) complex, (C6F5)2Si(OPO)2 (OPO = 1-oxopyridin-2-one, C5H4NO2), was synthesized from (C6F5)2Si(OCH3)2 and 2 equiv. of 1-hy­droxy­pyridin-2-one in tetra­hydro­furan (THF). Single crystals grown from the diffusion of n-pentane into a THF solution were identified as a THF hemisolvate and an n-pentane hemisolvate, (C6F5)2Si(OPO)2·0.5THF·0.5C5H12 (1). p-Tol­yl2Si(OPO)2 (2) and mesit­yl2Si(OPO)2 (3) crystallized directly from reaction mixtures of 2 equiv. of Me3Si(OPO) with p-tol­yl2SiCl2 and mesit­yl2SiCl2, respectively, in aceto­nitrile. The oxygen-bonded carbon and nitro­gen atoms of the OPO ligands in 1, 2, and 3 were modeled as disordered indicating co-crystallization of up to three possible diastereomers in each. Solution NMR studies support the presence of exclusively the all-cis isomer in 1 and multiple isomers in 2. Poor solubility of 3 limited its characterization in solution.

DOI

https://doi.org/10.1107%2FS2056989024001543

Comments

Available online: https://www.ncbi.nlm.nih.gov/pmc/articles/PMC10915655/

Publication Information

Kraft, Bradley M.; Brennessel, William W.; Andrews, Jordan W.; Viggiani, Michael T.; Kittrell, Nathan F.; and Heckman, Matthew T. (2024). "Synthesis and crystal structures of bis[1-oxopyridin-2-olato(1−)]bis(pentafluorophenyl)silicon(IV)–tetrahydrofuran–pentane (2/1/1), bis[1-oxopyridin-2-olato(1−)]bis(p-tolyl)silicon(IV), and dimesitylbis[1-oxopyridin-2-olato(1−)]silicon(IV)." Acta Crystallographica Section E Crystallographic Communications 80.Pt 3, 318-324.

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