Stout Kathleen, Peters Theo P J, Mabesoone Mathijs F J, Visschers Fabian L L, Meijer Eline M, Klop Joëlle-Rose, van den Berg Jeroen, White Paul B, Rowan Alan E, Nolte Roeland J M, Elemans Johannes A A W
Institute for Molecules and Materials Radboud University Heyendaalseweg 135 6525 AJ Nijmegen The Netherlands.
Australian Institute for Bioengineering and Nanotechnology (AIBN), Corner College and Cooper Rds (Bldg 75) The University of Queensland 4072 Brisbane Qld Australia.
European J Org Chem. 2020 Dec 7;2020(45):7087-7100. doi: 10.1002/ejoc.202001211. Epub 2020 Nov 16.
The synthesis and characterization of double porphyrin cage compounds are described. They consist of two porphyrins that are each attached to a diphenylglycoluril-based clip molecule via four ethyleneoxy spacers, and are linked together by a single alkyl chain using "click"-chemistry. Following a newly developed multistep synthesis procedure we report three of these double porphyrin cages, linked by spacers of different lengths, i.e. 3, 5, and 11 carbon atoms. The structures of the double porphyrin cages were fully characterized by NMR, which revealed that they consist of mixtures of two diastereoisomers. Their zinc derivatives are capable of forming sandwich-like complexes with the ditopic ligand 1,4-diazabicyclo[2,2,2]octane ().
描述了双卟啉笼状化合物的合成与表征。它们由两个卟啉组成,每个卟啉通过四个乙氧基间隔基连接到一个基于二苯基甘脲的夹子分子上,并通过“点击”化学用单个烷基链连接在一起。按照新开发的多步合成程序,我们报道了其中三种双卟啉笼,它们由不同长度(即3、5和11个碳原子)的间隔基连接。双卟啉笼的结构通过核磁共振进行了全面表征,结果表明它们由两种非对映异构体的混合物组成。它们的锌衍生物能够与双齿配体1,4-二氮杂双环[2,2,2]辛烷形成三明治状配合物。