期刊
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY
卷 133, 期 11, 页码 3804-3807出版社
AMER CHEMICAL SOC
DOI: 10.1021/ja200130h
关键词
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资金
- Gates Cambridge Trust
- St. John's College Cambridge
- EPSRC
- Engineering and Physical Sciences Research Council [EP/F035888/1] Funding Source: researchfish
- EPSRC [EP/F035888/1] Funding Source: UKRI
We describe the use of dynamic combinatorial chemistry to discover a new series of linear hydrazone-based receptors that bind multiple dihydrogen phosphate ions. Through the use of a template-driven, selection-based approach to receptor synthesis, dynamic combinatorial chemistry allows for the identification of unexpected host structures and binding motifs. Notably, we observed the unprecedented selection of these linear receptors in preference to competing macrocyclic hosts. Furthermore, linear receptors containing up to nine building blocks and three different building blocks were amplified in the dynamic combinatorial library. The receptors were formed using a dihydrazide building block based on an amino acid-disubstituted ferrocene scaffold. A detailed study of the linear pentamer revealed that it forms a helical ditopic receptor that employs four acylhydrazone hydrogen-bond donor motifs to cooperatively bind two dihydrogen phosphate ions.
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