Department of Chemistry   University of Oxford

Harry AndersonProfessor H.L. Anderson

Chemistry Research Laboratory

Email Address: harry.anderson@chem.ox.ac.uk

Telephone: 44 (0) 1865 275704

Research Group Web Pages

Current Research Projects - Molecular Engineering

We design and synthesise new molecular materials, and explore how their properties relate to their molecular structures. This is "molecular engineering" – engineering at the nano-scale. We particularly like using non-covalent self-assembly to control the behaviour of organic semiconductors and dyes, for diverse applications. Our main technique is synthesis, but we also do many other types of experiments, from biological testing to solid-state physics. We explore the conformational, electronic and recognition properties of our compounds using a wide range of spectroscopic and analytical techniques, and we collaborate with many groups of physicists, physical chemists and cell biologists.


1. Rotaxane Encapsulated Dyes

Synthetic dyes enrich many aspects of everyday life and they have high-tech applications in opto-electronics and molecular biology. Many chromophores have undesirable reactivity; we are addressing this problem by encapsulating dyes inside macrocycles, to form rotaxanes. Encapsulation protects the dye from the environment and modifies its properties in a variety of ways.
Collaborators: Seth Marder (Georgia Tech, USA), Saif Haque (IC, London), Hagan Bayley (Oxford, Chemistry).

(Figures: structure of a cyanine dye [3]rotaxane; a rotaxane inside live human bladder cells.)

2. Drugs for Photodynamic Therapy

Photodynamic therapy (PDT) is a technique for killing diseased cells using the excited state of a dye (see here for information on PDT). We are developing porphyrin-based drugs for PDT via two-photon excitation.
Collaborators: David Phillips (IC, London), Brian Wilson (Toronto), Klaus Suhling (Kings, London).

(Figures: human cancer cells strained with a porphyrin drug synthesised recently in Oxford.)

3. Insulated Molecular Wires - Polyrotaxanes

We are investigating insulated molecular wires which consist of conjugated polymers threaded through cylindrical insulating macrocycles. Our approach is to bind the monomer inside the macrocycle, polymerise it to form a sheathed conjugated polymer, then cap the ends to prevent unthreading. Binding is achieved by the hydrophobic effect and polymerisation is done in water. Insulation enhances the stability and luminescence of the molecular wire while preserving its semiconductivity.
Collaborators: Franco Cacialli (UCL, London), Paolo Samor (Strasbourg, France), Laura Herz (Oxford).




(Figure: model of an insulated molecular wire; β-cyclodextrin rings shown in green)

4. Porphyrin-Based Molecular Wires

We are using porphyrin macrocycles to prepare polymers with unusual electronic properties, and testing their ability to carry electrons over long distances. These materials have applications in optoelectronics and nonlinear optics.
Collaborators: Richard Nichols (Liverpool), Emyr Macdonald (Cardiff), Bo Albinsson (Chalmers, Sweden), Laurens Siebbeles (Delft, The Netherlands).

5. Dyes for Two-Photon Absorption

The simultaneous absorption of two photons is a rare event with most dyes. We are developing chromophores with strong two-photon absorption for applications in optical data storage, microfabrication, microscopy and PDT.
Collaborators: Aleks Rebane and Mikhail Drobizhev (Montana, USA), Jean-Luc Brdas (Georgia Tech, USA).



(Figure: a ladder polymer with enhanced two-phon absorption. Ladder formation holds the π-system flat.)

Selected Publications (a complete list is available here)

  1. Template-Directed Synthesis of a π-Conjugated Porphyrin Nanoring.
    M. Hoffmann, C.J. Wilson, B. Odell and H.L. Anderson
    Angew. Chem. Int. Ed. 2007, 46, in press.
  2. Insulated Molecular Wires.
    M.J. Frampton and H.L. Anderson
    Angew. Chem. Int. Ed. 2007, 46, 1028-1064.
  3. Homo- and Hetero-[3]Rotaxanes with Two π-Systems Clasped in a Single Macrocycle.
    E.J.F. Klotz, T.D.W. Claridge and H.L. Anderson
    J. Am. Chem. Soc. 2006, 128, 15374-15375.
  4. Enzymatic Synthesis and Photoswitchable Enzymatic Cleavage of a Peptide-Linked Rotaxane.
    A.G. Cheetham, M.G. Hutchings, T.D.W. Claridge and H.L. Anderson
    Angew. Chem. Int. Ed. 2006, 45, 1596-1599.
  5. Strong Cooperative Enhancement of Two-Photon Absorption in Double-Strand Conjugated Porphyrin Ladder Arrays.
    M. Drobizhev, Y. Stepanenko, A. Rebane, C.J. Wilson, T.E.O. Screen, and H.L. Anderson
    J. Am. Chem. Soc. 2006, 128, 12432-12433.
  6. Cyclodextrin-threaded conjugated polyrotaxanes as insulated molecular wires with reduced interstrand interactions.
    F. Cacialli, J.S. Wilson, J.J. Michels, C. Daniel, C. Silva, R.H. Friend, N. Severin, P. Samor, J.P. Rabe, M.J. O'Connell, P.N. Taylor and H.L. Anderson
    Nature Materials 2002, 1, 160-164.
  7. Building molecular wires from the colours of life: conjugated porphyrin oligomers.
    H.L. Anderson
    Chem. Commun. 1999, 2323-2331.

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