Isolation and X-ray characterization of palladium–N complexes in the guanylation of aromatic amines. Mechanistic implications

Abdessamad Grirrane, Hermenegildo Garcia and Eleuterio Álvarez
Beilstein J. Org. Chem. 2013, 9, 1455–1462. https://doi.org/10.3762/bjoc.9.165

Supporting Information

Supporting Information File 1: Experimental details of preparation, isolation and full characterization of new palladium compounds 3ac, 4ac as well as guanidine compounds 5a,b, including IR, NMR, ESIMS and GC–MS spectra for new compounds.
Format: PDF Size: 3.1 MB Download
Supporting Information File 2: X-Ray structure analysis data for 4a (CCDC-931786, 4b (CCDC-931787), 4c (CCDC-931788) and 5a (CCDC-931789) are given. These data can also be obtained free of charge from The Cambridge Crystallographic Data Centre via http://www.ccdc.cam.ac.uk/data_request/cif.
Format: CIF Size: 79.3 KB Download

Cite the Following Article

Isolation and X-ray characterization of palladium–N complexes in the guanylation of aromatic amines. Mechanistic implications
Abdessamad Grirrane, Hermenegildo Garcia and Eleuterio Álvarez
Beilstein J. Org. Chem. 2013, 9, 1455–1462. https://doi.org/10.3762/bjoc.9.165

How to Cite

Grirrane, A.; Garcia, H.; Álvarez, E. Beilstein J. Org. Chem. 2013, 9, 1455–1462. doi:10.3762/bjoc.9.165

Download Citation

Citation data can be downloaded as file using the "Download" button or used for copy/paste from the text window below.
Citation data in RIS format can be imported by all major citation management software, including EndNote, ProCite, RefWorks, and Zotero.

Citations to This Article

Up to 20 of the most recent references are displayed here.

Scholarly Works

  • Mishra, V.; Thomas, J. M.; Chinnappan, S.; Thirupathi, N. Homoleptic cis- and trans-palladium(II) bis(guanidinato) complexes derived from N-aryl-N′,N″-di(pyridin-2-yl)- and N-aryl-N′,N″-bis(6-methylpyridin-2-yl)guanidines: Catalysts for Heck-Mizoroki coupling reactions. Journal of Organometallic Chemistry 2019, 892, 1–17. doi:10.1016/j.jorganchem.2019.04.009
  • Elumalai, P.; Ujjval, R.; Nethaji, M.; Thirupathi, N. Syntheses, characterization, solution behavior and catalytic activity of trans-[(guanidine)2PdX2] (X = Cl and OC(O)R; R = Me, Ph and tBu) in Heck–Mizoroki coupling reactions involving chloroarenes/methyl acrylate. Polyhedron 2018, 151, 313–322. doi:10.1016/j.poly.2018.05.022
  • de Tullio, M.; Hernán-Gómez, A.; Livingstone, Z.; Clegg, W.; Kennedy, A. R.; Harrington, R. W.; Antiñolo, A.; de Lucas Martínez, A.; Carrillo-Hermosilla, F.; Hevia, E. Structural and Mechanistic Insights into s-Block Bimetallic Catalysis: Sodium Magnesiate-Catalyzed Guanylation of Amines. Chemistry (Weinheim an der Bergstrasse, Germany) 2016, 22, 17646–17656. doi:10.1002/chem.201602906
  • Chi, Y.; Xu, L.; Du, S.; Yan, H.; Zhang, W.-X.; Xi, Z. Synthesis and Mechanistic Study of Cyclic Oxoguanidines via Zn(OTf)2 -Catalyzed Guanylation/Amidation from Readily Available Amino Acid Esters and Carbodiimides. Chemistry (Weinheim an der Bergstrasse, Germany) 2015, 21, 10369–10378. doi:10.1002/chem.201500573
  • Xu, L.; Zhang, W.-X.; Xi, Z. Mechanistic Considerations of the Catalytic Guanylation Reaction of Amines with Carbodiimides for Guanidine Synthesis. Organometallics 2015, 34, 1787–1801. doi:10.1021/acs.organomet.5b00251
  • Ma, W.; Xu, L.; Zhang, W.-X.; Xi, Z. Half-sandwich rare-earth metal tris(alkyl) ate complexes catalyzed phosphaguanylation reaction of phosphines with carbodiimides: an efficient synthesis of phosphaguanidines. New Journal of Chemistry 2015, 39, 7649–7655. doi:10.1039/c5nj01136a
  • Zhang, W.-X.; Xu, L.; Xi, Z. Recent development of synthetic preparation methods for guanidines via transition metal catalysis. Chemical communications (Cambridge, England) 2014, 51, 254–265. doi:10.1039/c4cc05291a
  • Alonso-Moreno, C.; Antiñolo, A.; Carrillo-Hermosilla, F.; Otero, A. Guanidines: from classical approaches to efficient catalytic syntheses. Chemical Society reviews 2014, 43, 3406–3425. doi:10.1039/c4cs00013g

Patents

  • SUSLOV DMITRIJ SERGEEVICH; BYKOV MIKHAIL VALEREVICH; PAKHOMOVA MARINA VLADIMIROVNA; TKACH VITALIJ SERGEEVICH. METHOD FOR OBTAINING PALLADIUM ANILINE COMPLEXES. RU 2618526 C1, May 4, 2017.
Other Beilstein-Institut Open Science Activities