Dimeric Boronates Derived from the Reaction of Schiff Bases and Boronic Acids
Keywords:
Tridentate ligands, boron, Schiff base, macrocyclic chemistryAbstract
Abstract. The one-pot synthesis of dimeric boron complexes is reported. The compounds were obtained by reaction of Schiff bases (tridentate ligands) with trans-β-phenylvinylboronic acid, 3-thiopheneboronic acid and methylboronic acid. Building of the dimeric structures is favored by the presence of intramolecular N→B coordination bonds, resulting in the formation of ten-membered ring heterocycles. An X-ray crystallographic analysis for one of them confirmed the dimeric nature of these compounds.
Downloads
References
2. Wei, P.; Atwood, D.A.; Inorg. Chem. 1998, 37, 4934; Tshuva, E.Y.; Versano, M.; Goldberg, I.; Kol, M.; Weitman, H.; Goldschmidt, Z.; Inorg. Chem. Comm. 1999, 2, 371; Li, Y.; Liu, Y.; Bu, W.; Guo, J.; Wang, Y.; Chem. Commun. 2000, 1551; Iwanek, W.; Urbaniak, M.; Gawdzik, B.; Schurig, V.; Tetrahedron: Asymmetry 2003, 14, 2787; Farfán, N.; Mancilla, T.; Santillan, R.; Gutierréz, A.; Zamudio-Rivera, L.S.; Beltrán, H.I.; J. Organomet. Chem. 2004, 689, 3481; Yin, H.D.; Wang, Q.B.; Xue, S.C.; J. Organomet. Chem. 2004, 689, 2480.
3. Höpfl, H.; Sánchez, M.; Farfán, N.; Barba, V.; Can. J. Chem. 1998, 76, 1352; Barba, V.; Cuautle, D.; Santillan, R.; Farfán, N.; Can. J. Chem. 2001, 79, 1229.
4. Höpfl, H.; Farfán, N.; J. Organomet. Chem. 1997, 547, 71; Farfán, N.; Höpfl, H.; Barba, V.; Ochoa, M.E.; Santillan, R.; Gómez, E.; Gutiérrez, A.; J. Organomet. Chem. 1999, 581, 70.
5. Höpfl, H.; Sánchez, M.; Barba, V.; Farfán, N.; Rojas, S.; Santillan, R.; Inorg. Chem. 1998, 37, 1679.
6. Barba, V.; Luna, R.; Castillo, D.; Santillan, R.; Farfán, N.; J. Organomet. Chem. 2000, 604, 273.
7. Barba, V.; Xochipa, R.; Santillan, R.; Farfán, N.; Eur. J. Inorg. Chem. 2004, 118.
8. Barba, V.; Vargas, G.; Gómez, E.; Farfán, N.; Inorg. Chim. Acta 2000, 311, 133.
9. Grant, D.M.; Cheney, B.V; J. Am. Chem. Soc. 1967, 89, 5315; Wilson, K. In Topics in Stereochemistry 8; Eliel, E.L.; Allinger, N.L., eds., John Wiley and Sons: New York, 1974, p.1-158.
10. Crystal data for 3g: Triclinic, a = 6.4394(10), b = 11.8989(10), c = 20.1686(10) Å, a = 83.926(10), b = 80.839(10), g =74.294(10)º, space group P – 1, V = 1465.5(3) Å3, T = 293 K, Z = 2, λ (Mo-Kα) = 0.71073 mm-1, 6166 reflections measured, 3391 unique, (Rint = 0.03 ), R1 [I>2sI] = 0.0588, wR2 (all data) = 0.2119.
11. The sum of the van der Waals radii for the hydrogen and oxygen atoms is 2.70 Å. Bondi, A.; J. Phys. Chem. 1964, 68, 441.
12. Sheldrick, G.M.; SHELXS-86, Program for Crystal Structure Solution, University of Goettingen: Germany, 1986.
13. Sheldrick, G.M.; SHELXL-97, Program for Crystal Structure Refinement, University of Goettingen: Germany, 1997.
14. Alyea, E.C.; Malek, A.; Can. J. Chem. 1975, 53, 939.
Downloads
Published
Issue
Section
License
Authors who publish with this journal agree to the following terms:
- Authors retain copyright and grant the journal right of first publication with the work simultaneously licensed under a Creative Commons Attribution License that allows others to share the work with an acknowledgement of the work's authorship and initial publication in this journal.
- Authors are able to enter into separate, additional contractual arrangements for the non-exclusive distribution of the journal's published version of the work (e.g., post it to an institutional repository or publish it in a book), with an acknowledgement of its initial publication in this journal.