Efficient NiII2LnIII2 Electrocyclization Catalysts for the Synthesis of trans-4,5-Diaminocyclopent-2-enones from 2-Furaldehyde and Primary or Secondary Amines

Griffiths, Kieran and Kumar, Prashant and Mattock, James D. and Abdul-Sada, Alaa and Pitak, Mateusz B. and Coles, Simon J. and Navarro, Oscar and Vargas, Alfredo and Kostakis, George E. (2016) Efficient NiII2LnIII2 Electrocyclization Catalysts for the Synthesis of trans-4,5-Diaminocyclopent-2-enones from 2-Furaldehyde and Primary or Secondary Amines. Inorganic Chemistry, 55 (14). pp. 6988-6994. ISSN 0020-1669

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Abstract

A series of heterometallic coordination clusters (CCs) [NiII2LnIII2(L1)4Cl2(CH3CN)2] 2CH3CN [Ln = Y (1Y), Sm (1Sm), Eu (1Eu), Gd (1Gd), or Tb (1Tb)] were synthesized by the reaction of (E)-2-(2-hydroxy-3-methoxybenzylidene-amino)phenol) (H2L1) with NiCl2·6(H2O) and LnCl3·x(H2O) in the presence of Et3N at room temperature. These air-stable CCs can be obtained in very high yields from commercially available materials and are efficient catalysts for the room-temperature domino ring-opening electrocyclization synthesis of trans-4,5-diaminocyclopent-2-enones from 2-furaldehyde and primary or secondary amines under a non-inert atmosphere. Structural modification of the catalyst to achieve immobilization or photosensitivity is possible without deterioration in catalytic activity.

Item Type:
Journal Article
Journal or Publication Title:
Inorganic Chemistry
Uncontrolled Keywords:
/dk/atira/pure/subjectarea/asjc/1600/1604
Subjects:
ID Code:
137058
Deposited By:
Deposited On:
01 Oct 2019 10:25
Refereed?:
Yes
Published?:
Published
Last Modified:
09 Sep 2020 06:22