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Synthesis and structures of 3,5-disubstituted 1,2,4-triazole head units and incorporation of 3,5-dibenzoyl-1,2,4-triazolate into new [2 + 2] Schiff-base macrocyclic complexes

Synthesis and structures of 3,5-disubstituted 1,2,4-triazole head units and incorporation of 3,5-dibenzoyl-1,2,4-triazolate into new [2 + 2] Schiff-base macrocyclic complexes
Synthesis and structures of 3,5-disubstituted 1,2,4-triazole head units and incorporation of 3,5-dibenzoyl-1,2,4-triazolate into new [2 + 2] Schiff-base macrocyclic complexes
The synthesis and characterization of sodium 3,5-diacetyl- 1,2,4- triazolate (4 (Me)) and sodium 3,5-dibenzoyl-1,2,4- triazolate (4 (Ph)), both of which can be used as head unit building blocks in Schiff-base reactions, are reported. The crystal structures of sodium 3,5-diacetyl-1,2,4- triazolate, as [4 (Me)(H2O)]infinity, and sodium 3,5-dibenzoyl-1,2,4- triazolate, as [4 (Ph)(CH3OH)(2] 2), have been determined. The former is a helical polymer whilst the latter is a methanol-bridged dimer. The lead(II) templated cyclization reaction of sodium 3,5-dibenzoyl-1,2,4-triazolate (4 (Ph)) with 1,3-diaminopropane or 1,4-diaminobutane, respectively, leads to the formation of two new [ 2 + 2] Schiff-base macrocycles as their lead(II) complexes, [Pb2L (3Ph)(mu-OH)]ClO4 (5) and [Pb2L (4Ph)(mu-OH)] ClO4 ( 6), respectively. Transmetallation of 5 with nickel(II) ions yields a novel, structurally characterized, dinickel(II) macrocyclic complex, [Ni2L (3Ph)(NCS)(2)] ( 7), which features double triazolate bridging of the two five-coordinate nickel(II) ions.
triazole, macrocycle, structure, sodium, nickel
1061-0278
17-27
Brandt, Carsten D.
46a6cd37-fb4e-4c75-af7e-66850f46cd3a
Kitchen, Jonathan A.
3999f5cb-d53e-4c51-b750-627bd2a1b9b6
Beckmann, Udo
e6e71a8e-db26-464f-85eb-eed3885a8424
White, Nicholas G.
ebcbc4ca-7e2c-4af7-820d-366956f64762
Jameson, Geoffrey B.
b1127feb-f4fb-44d2-ae01-8842a61f6587
Brooker, Sally
2ee9681a-3ff7-41be-88c5-681f66b953ef
Brandt, Carsten D.
46a6cd37-fb4e-4c75-af7e-66850f46cd3a
Kitchen, Jonathan A.
3999f5cb-d53e-4c51-b750-627bd2a1b9b6
Beckmann, Udo
e6e71a8e-db26-464f-85eb-eed3885a8424
White, Nicholas G.
ebcbc4ca-7e2c-4af7-820d-366956f64762
Jameson, Geoffrey B.
b1127feb-f4fb-44d2-ae01-8842a61f6587
Brooker, Sally
2ee9681a-3ff7-41be-88c5-681f66b953ef

Brandt, Carsten D., Kitchen, Jonathan A., Beckmann, Udo, White, Nicholas G., Jameson, Geoffrey B. and Brooker, Sally (2007) Synthesis and structures of 3,5-disubstituted 1,2,4-triazole head units and incorporation of 3,5-dibenzoyl-1,2,4-triazolate into new [2 + 2] Schiff-base macrocyclic complexes. Supramolecular Chemistry, 19 (1-2), 17-27. (doi:10.1080/10610270600902340).

Record type: Article

Abstract

The synthesis and characterization of sodium 3,5-diacetyl- 1,2,4- triazolate (4 (Me)) and sodium 3,5-dibenzoyl-1,2,4- triazolate (4 (Ph)), both of which can be used as head unit building blocks in Schiff-base reactions, are reported. The crystal structures of sodium 3,5-diacetyl-1,2,4- triazolate, as [4 (Me)(H2O)]infinity, and sodium 3,5-dibenzoyl-1,2,4- triazolate, as [4 (Ph)(CH3OH)(2] 2), have been determined. The former is a helical polymer whilst the latter is a methanol-bridged dimer. The lead(II) templated cyclization reaction of sodium 3,5-dibenzoyl-1,2,4-triazolate (4 (Ph)) with 1,3-diaminopropane or 1,4-diaminobutane, respectively, leads to the formation of two new [ 2 + 2] Schiff-base macrocycles as their lead(II) complexes, [Pb2L (3Ph)(mu-OH)]ClO4 (5) and [Pb2L (4Ph)(mu-OH)] ClO4 ( 6), respectively. Transmetallation of 5 with nickel(II) ions yields a novel, structurally characterized, dinickel(II) macrocyclic complex, [Ni2L (3Ph)(NCS)(2)] ( 7), which features double triazolate bridging of the two five-coordinate nickel(II) ions.

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More information

Published date: January 2007
Keywords: triazole, macrocycle, structure, sodium, nickel
Organisations: Organic Chemistry: Synthesis, Catalysis and Flow

Identifiers

Local EPrints ID: 352502
URI: https://eprints.soton.ac.uk/id/eprint/352502
ISSN: 1061-0278
PURE UUID: 5b666347-aa10-4c7e-98f4-f28e44270631
ORCID for Jonathan A. Kitchen: ORCID iD orcid.org/0000-0002-7139-5666

Catalogue record

Date deposited: 14 May 2013 15:40
Last modified: 04 Sep 2017 16:31

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