Bis-thiourea macrocycles incorporating fused [n]polynorbornanes: binding of flexible versus rigid dicarboxylates
Data(s) |
01/01/2014
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Resumo |
Two macrocyclic bis-thiourea hosts 5 and 6 were constructed and their interactions with two dicarboxylates of similar size (pimelate = flexible and terephthalate = rigid) were evaluated using 1H NMR titration techniques. In contrast to previous work with thiourea functionalised [n]polynorbornanes (where a notable increase in H:G affinity was noted for the rigid guest), the new macrocyclic hosts, in particular host 6, bind pimelate more strongly than terephthalate (for 6 binding pimelate log Ka = 4.7, terephthalate log Ka = 3.7). A binding arrangement in which the flexible dicarboxylate is ‘perched’ above the macrocycle is proposed to justify these results. |
Identificador | |
Idioma(s) |
eng |
Publicador |
Taylor & Francis |
Relação |
http://dro.deakin.edu.au/eserv/DU:30060879/johnstone-bisthioureamacrocycles-2014.pdf http://dro.deakin.edu.au/eserv/DU:30060879/johnstone-bisthiouria-2013.pdf http://doi.org/10.1080/10610278.2013.844813 https://symplectic.its.deakin.edu.au/viewobject.html?cid=1&id=73852 |
Direitos |
2013, Taylor & Francis |
Palavras-Chave | #macrocycle #preorganisation #anion recognition #thiourea |
Tipo |
Journal Article |