Rearrangement of Imidazolidine to Piperazine Rings in the Presence of DyIII

  1. Corredoira-Vázquez, Julio
  2. Oreiro-Martínez, Paula
  3. Deibe, Ana M. García
  4. Sanmartín-Matalobos, Jesús
  5. Fondo, Matilde
Actas:
The 26th International Electronic Conference on Synthetic Organic Chemistry

Ano de publicación: 2022

Tipo: Achega congreso

DOI: 10.3390/ECSOC-26-13547 GOOGLE SCHOLAR lock_openAcceso aberto editor

Obxectivos de Desenvolvemento Sustentable

Resumo

The formation of imidazolidines from secondary amines and aldehydes is well known. This small cycle can act as a nitrogen donor, and it is usually stable when it coordinates to metal ions. Sometimes, imidazolidines acting as ligands undergo breaking of the C-N bond when coordinating to the metal center, yielding related amines. However, the reorganization of the imidazolidine into a piperazine ring is quite an unusual process. In this work, we describe the transformation of a zinc complex with a ligand containing two imidazolidine moieties into a zinc complex with a piperazine fragment as donor, in the presence of a dysprosium salt.

Referencias bibliográficas

  • Vitaku, (2014), J. Med. Chem., 57, pp. 10257, 10.1021/jm501100b
  • Sochacka-Ćwikła, A., Mączyński, M., and Regiec, A. (2022). FDA-approved small molecule compounds as drugs for solid cancers from early 2011 to the end of 2021. Molecules, 27.
  • Fondo, (2016), Inorg. Chem., 55, pp. 11707, 10.1021/acs.inorgchem.6b01739
  • Kant, (2021), Dalton Trans., 50, pp. 785, 10.1039/D0DT03569F
  • Cheaib, (2017), Eur. J. Inorg. Chem., 2017, pp. 3884, 10.1002/ejic.201700605
  • Bera, (2004), Inorg. Chem. Commun., 7, pp. 1242, 10.1016/j.inoche.2004.09.018
  • Zeyrek, (2006), Z. Naturforsch. B, 61, pp. 237, 10.1515/znb-2006-0302
  • (1996). SADABS: Area-Detector Absorption Correction, Siemens Industrial Automation, Inc.
  • Sheldrick, (2015), Acta Cryst., A71, pp. 3
  • Sheldrick, (2015), Acta Cryst., C71, pp. 3
  • Fondo, (2009), Inorg. Chem., 48, pp. 4971, 10.1021/ic900292h
  • Fondo, (2017), Inorg. Chem., 56, pp. 5646, 10.1021/acs.inorgchem.7b00165