期刊
CHEMISTRY-A EUROPEAN JOURNAL
卷 21, 期 44, 页码 15692-15704出版社
WILEY-V C H VERLAG GMBH
DOI: 10.1002/chem.201502093
关键词
amides; coordination modes; iron; ligand design; mass spectrometry
资金
- European Union (FEDER funds through COMPETE)
- National Funds (FCT, Fundacao para a Ciencia e Tecnologia) [NORTE-07-0162-FEDER-000048, NORTE-07-0124-FEDER-000066/67, UID/QUI/50006/2013, UID/Multi/04378/2013]
- National NMR Network [REDE/1517/RMN/2005]
- POCI (FEDER)
- FCT [SFRH/BPD/85793/2012, SFRH/BD/79702/2011]
- Fundação para a Ciência e a Tecnologia [SFRH/BD/79702/2011] Funding Source: FCT
The two new fluorescent ligands RosCat1 and RosCat2 contain catechol receptors connected to rosamine platforms through an amide linkage and were synthesized by using microwave-assisted coupling reactions of carboxyl- or amine-substituted rosamines with the corresponding catechol units and subsequent deprotection. RosCat1 possesses a reverse amide, whereas RosCat2 has the usual oriented amide bond (HNCO vs. CONH, respectively). The ligands were characterized by means of NMR spectroscopy, mass-spectrometry, and DFT calculations and X-ray crystallography studies for RosCat1. The influence of the amide linkage on the photophysical properties of the fluorescent ligands was assessed in different solvents and showed a higher fluorescence quantum yield for RosCat1. The coordination chemistry of these ligands with a Fe-III center has been rationalized by mass-spectrometric analysis and semiempirical calculations. Octahedral Fe-III complexes were obtained by the chelation of three RosCat1 or RosCat2 ligands. Interestingly, the unconventional amide connectivity in RosCat1 imposes the formation of an eight-membered ring on the chelate complex through a salicylate-type mode of coordination.
作者
我是这篇论文的作者
点击您的名字以认领此论文并将其添加到您的个人资料中。
推荐
暂无数据