Preparation of Fe4S4 iron-sulphur protein analogues with hydrophobic macrocyclic tetrathiol ligand anchored to a 38-membered cyclophane type skeleton

Kouichi Uoto, Takenori Tomohiro, Hiroaki (Yohmei) Okuno*

*この論文の責任著者

研究成果: ジャーナルへの寄稿学術論文査読

11 被引用数 (Scopus)

抄録

The preparation of Fe4S4 cubane type active site analogues for iron-sulphur proteins in which the active core is surrounded by an intramolecular hydrophobic domain formed by a 38-membered ring consisting of a cyclophane skeleton is described. An efficient synthesis of the macrocyclic tetrathiol ligands, bis[N,N-bis(4-mercaptobenzoyl)-N, N′-octamethylene- 4,4′-diaminodiphenylmethane] (3a), bis- N,N′-bis {4-(mercaptomethyl)benzoyl}-N, N′-octamethylene -4,4′-diaminodiphenylmethane](3b) and bis[N,N′-bis(3-mercapto-3-methylbutanoyl0)-N, N′-octamethyleneN,N′- octamethylene-4,4′-diaminodiphenylmethane] (3c) is achieved. Reaction of the cyclic tetrathiol ligand 3 with [Fe4S4(SBut)4]2-(1c) afforded [Fe4S4{cycl- (XN-p-C6a-H4-p-CH2-C6 H4-XN[CH2]8)2}]2- [X = p- SC6H4CO(2a), p-SCH2C6H4CO(2b), SC(CH3)2- CH2CO(2c)]. Thus the new clusters embedded in the cyclophane environment are obtained in good yields (70-90%) as black powders with melting points >300°C. They dissolve in DMF, DMSO and propylene carbonate, but are hardly soluble in most common organic solvents and water.

本文言語英語
ページ(範囲)123-127
ページ数5
ジャーナルInorganica Chimica Acta
170
1
DOI
出版ステータス出版済み - 1990/04/02

ASJC Scopus 主題領域

  • 物理化学および理論化学
  • 無機化学
  • 材料化学

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