Efficient NiII2LnIII2Electrocyclization catalysts for the synthesis oftrans-4,5-diaminocyclopent-2-enones from 2-furaldehyde and primary or secondary amines
Efficient NiII2LnIII2Electrocyclization catalysts for the synthesis oftrans-4,5-diaminocyclopent-2-enones from 2-furaldehyde and primary or secondary amines
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.
6988-6994
Griffiths, Kieran
91984c79-162c-4653-8521-60b3e76764f2
Kumar, Prashant
5e332e6f-0450-48c9-9fce-4c663452b8d8
Mattock, James D.
ef970cec-1509-4b7a-a463-70cebf4b18d2
Abdul-Sada, Alaa
03b55c32-8062-4b73-926d-f243ca078a83
Pitak, Mateusz
eeb6a00f-2291-4376-830f-d30dfd607ed1
Coles, Simon
3116f58b-c30c-48cf-bdd5-397d1c1fecf8
Navarro, Oscar
b0e4bd6f-c28d-4481-a95c-1fdbf9005a69
Vargas, Alfredo
51ec60b7-c1dd-4f5f-b030-02852e9f35a4
Kostakis, George E.
dd72c724-c82e-4891-aa68-ccdb42cc6cb8
29 June 2016
Griffiths, Kieran
91984c79-162c-4653-8521-60b3e76764f2
Kumar, Prashant
5e332e6f-0450-48c9-9fce-4c663452b8d8
Mattock, James D.
ef970cec-1509-4b7a-a463-70cebf4b18d2
Abdul-Sada, Alaa
03b55c32-8062-4b73-926d-f243ca078a83
Pitak, Mateusz
eeb6a00f-2291-4376-830f-d30dfd607ed1
Coles, Simon
3116f58b-c30c-48cf-bdd5-397d1c1fecf8
Navarro, Oscar
b0e4bd6f-c28d-4481-a95c-1fdbf9005a69
Vargas, Alfredo
51ec60b7-c1dd-4f5f-b030-02852e9f35a4
Kostakis, George E.
dd72c724-c82e-4891-aa68-ccdb42cc6cb8
Griffiths, Kieran, Kumar, Prashant, Mattock, James D., Abdul-Sada, Alaa, Pitak, Mateusz, Coles, Simon, Navarro, Oscar, Vargas, Alfredo and Kostakis, George E.
(2016)
Efficient NiII2LnIII2Electrocyclization catalysts for the synthesis oftrans-4,5-diaminocyclopent-2-enones from 2-furaldehyde and primary or secondary amines.
Inorganic Chemistry, 55 (14), .
(doi:10.1021/acs.inorgchem.6b00720).
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.
Text
acs.inorgchem.pdf
- Version of Record
More information
e-pub ahead of print date: 29 June 2016
Published date: 29 June 2016
Organisations:
Organic Chemistry: SCF
Identifiers
Local EPrints ID: 402102
URI: http://eprints.soton.ac.uk/id/eprint/402102
ISSN: 0020-1669
PURE UUID: 034a780c-2c0f-4989-857b-8f48f6339d0b
Catalogue record
Date deposited: 01 Nov 2016 16:35
Last modified: 16 Mar 2024 03:05
Export record
Altmetrics
Contributors
Author:
Kieran Griffiths
Author:
Prashant Kumar
Author:
James D. Mattock
Author:
Alaa Abdul-Sada
Author:
Mateusz Pitak
Author:
Oscar Navarro
Author:
Alfredo Vargas
Author:
George E. Kostakis
Download statistics
Downloads from ePrints over the past year. Other digital versions may also be available to download e.g. from the publisher's website.
View more statistics