Fused porphyrins constrained within rigid rings: towards fully conjugated nanobelts Wojciech Stawski 1 , M. A. Majewski 1 , J. M. Van Raden 1 , C. W. Patrick 1 , P. N. Horton 2 , S.J. Coles 2 , M. Clarke 3 , J. Hart 3 , J.N. O’Shea 3 , A. Saywell 3 , H. L. Anderson 1 1 University of Oxford, UK, 2 National Crystallography Service, University of Southampton, UK, 3 School of Physics Astronomy, University of Nottingham, UK Fusion of two and more porphyrins via a meso and two β positions leads to formation of the porphyrin tapes; highly π -conjugated species with absorption in the NIR region and with remarkably ‘wire-like’ charge transfer behavior. [1] I will discuss synthesis of strained para -phenylene linked porphyrin nanorings bearing a meso - meso linked motif and their postsynthetic modification by fusion of porphyrins (Fig. 1a). [2] Later, we used this modification to prepare a first example of a fully meso-meso linked porphyrin nanoring (no linkers present, Fig. 1b) [3] , an important step towards fully conjugated nanobelts (Fig. 1c) that are expected to have remarkable optical properties and strong aromaticity.
Figure 1 Synthesised nanorings (a-b) and the ultimate target (c). References 1. Leary et al ., J. Am. Chem. Soc. 2018, 140 , 12877-12883. 2. Stawski et al. , Org. Lett., 2023, 25 , 372-383. 3. Majewski, W. Stawski et al. , Angew. Chem. Int. Ed. 2023, 62 , e202300125.
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© The Author(s), 2023
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