Functionalised azetidines as ligands

Species derived by selective alkylation at substituent-nitrogen

Young Hoon Lee, Jack M. Harrowfield, Jong Seung Kim, Yang Kim, Min Hee Lee, Woo Taik Lim, Yu Cheol Park, Pierre Thuéry

Research output: Contribution to journalArticle

5 Citations (Scopus)

Abstract

Selective functionalisation of the tridentate ligand 1-(2-aminoethyl)-3-methyl-3-(2-pyridyl)azetidine at its terminal amino-nitrogen atom can be readily achieved by both reductive alkylation and simple alkylation reactions to give tri-, quadri-, quinque- and sexi-dentate derivatives. Simple alkylation by 2-picolinyl chloride provides the only example of a second reaction pathway where the azetidine ring of the reactant has undergone activation towards ring opening. Structural characterisation of the Cu(ii) complexes of these ligands has revealed several remarkable aspects of their solid-state coordination chemistry, including the formation of infinite helical aggregates through Π-stacking and tetramerisation through carboxylate bridging, as well as further examples of the crystallisation of mixed species found to be rather common with complexes of the parent ligand.

Original languageEnglish
Pages (from-to)443-454
Number of pages12
JournalJournal of the Chemical Society. Dalton Transactions
Issue number3
DOIs
Publication statusPublished - 2009 Dec 24

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Azetidines
Alkylation
Nitrogen
Ligands
Crystallization
Chlorides
Chemical activation
Derivatives
Atoms
azetidine

ASJC Scopus subject areas

  • Chemistry(all)

Cite this

Functionalised azetidines as ligands : Species derived by selective alkylation at substituent-nitrogen. / Lee, Young Hoon; Harrowfield, Jack M.; Kim, Jong Seung; Kim, Yang; Lee, Min Hee; Lim, Woo Taik; Park, Yu Cheol; Thuéry, Pierre.

In: Journal of the Chemical Society. Dalton Transactions, No. 3, 24.12.2009, p. 443-454.

Research output: Contribution to journalArticle

Lee, Young Hoon ; Harrowfield, Jack M. ; Kim, Jong Seung ; Kim, Yang ; Lee, Min Hee ; Lim, Woo Taik ; Park, Yu Cheol ; Thuéry, Pierre. / Functionalised azetidines as ligands : Species derived by selective alkylation at substituent-nitrogen. In: Journal of the Chemical Society. Dalton Transactions. 2009 ; No. 3. pp. 443-454.
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