Directionality in nanohoops
Lead Research Organisation:
University of Bath
Department Name: Chemistry
Abstract
We will initially target an archetypal cyclopolyazulenylene, namely [8]CPAz2,6 (Fig. 5). Access to this unprecedented directional nanohoop will be achieved through use of Yamago's Pt-squares methodology. This in turn requires the preparation of a 2,6-functionalised biazulenyl precursor. We will use Nozoe's azulene synthesis followed by a divergent/convergent route employing an Ullmann coupling to give known biazulene tetraester A. Precedented functional group interconversion and decarboxylation will give key building block B. This in turn will be used to assemble the corresponding tetraplatinum complex. The directionality of building block biazulene B leads to the possibility of formation of multiple isomeric tetraplatinum complexes C-F (Figure 7). Quite probably the inherent dipole of B may lead to selectivity in favour of forming the desired C (containing only head-to-tail linkages) over isomers D-F (containing both head-to-tail and head-to-head linkages). However, regardless of the ratio of isomers, taking the mixture, effecting the oxidation/ reductive elimination and then separating the isomeric final products is a plausible approach, as shown by the work of Isobe, who used the same approach to access cyclopolychrysene isomers. Furthermore, the products arising from isomers D-F will be interesting structures in their own right.
Organisations
People |
ORCID iD |
Simon Lewis (Primary Supervisor) | |
Lloyd Murfin (Student) |
Publications
Murfin LC
(2019)
Azulene-Derived Fluorescent Probe for Bioimaging: Detection of Reactive Oxygen and Nitrogen Species by Two-Photon Microscopy.
in Journal of the American Chemical Society
Murfin L
(2019)
A simple, azulene-based colorimetric probe for the detection of nitrite in water
in Frontiers of Chemical Science and Engineering
Murfin LC
(2020)
A Colorimetric Chemosensor Based on a Nozoe Azulene That Detects Fluoride in Aqueous/Alcoholic Media.
in Frontiers in chemistry
Studentship Projects
Project Reference | Relationship | Related To | Start | End | Student Name |
---|---|---|---|---|---|
EP/N509589/1 | 30/09/2016 | 29/09/2021 | |||
1789628 | Studentship | EP/N509589/1 | 30/09/2016 | 30/03/2020 | Lloyd Murfin |
Description | My research has led to a stage where I have synthesised a range of useful synthetic building blocks. It is noted that these building blocks, under certain conditions, can afford distinct colour changes. Recently, I have spent exploring how these colour changes can be applied to real life scenarios. If, for example, my compounds give a distinct colour change in the present of a toxin or analyte of interest, it could warn the user of their presence. From these, I have developed a range of potential sensing molecules, for the detection of a range of useful compounds. I am now at a stage where three of these molecules have led to three distinct publications, with the intent to submit a fourth once the data is collected. It can be noted that these are a slight tangent from my initial aims. However, the intertwining of discovery and luck in science through the ages has shown has jumping such opportunities as they arise can fruitful for the scientific community. |
Exploitation Route | If I am unsuccessful in my initial aims of generating novel nanohoops, I believe my building blocks build a firm pathway into the area for future researchers to embellish. I have developed three chemical sensors, all of which can be used by anyone who has read the publication describing them. One in particular, AzuFluor-483 Bpin has been trademarked, and we are able to supply it anyone who wants to use it. |
Sectors | Agriculture, Food and Drink,Chemicals,Environment,Healthcare,Pharmaceuticals and Medical Biotechnology |