NDLI: Synthesis and characterisation of rylene diimide dimers using molecular handcuffs† †Electronic supplementary information (ESI) available: Synthetic and characterisation methods are described in detail; 1H and 13C NMR spectra; further electrochemical, spectroelectrochemical, EPR, near- and mid-IR spe

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Synthesis and characterisation of rylene diimide dimers using molecular handcuffs† †Electronic supplementary information (ESI) available: Synthetic and characterisation methods are described in detail; 1H and 13C NMR spectra; further electrochemical, spectroelectrochemical, EPR, near- and mid-IR spe

Content Provider	Semantic Scholar
Author	Yang, Lixu Langer, Philipp Davies, E. Stephen Baldoni, Matteo Wickham, Katherine Besley, Nicholas A. Besley, Elena Champness, Neil R.
Copyright Year	2019
Abstract	A strategy for positioning, and loosely connecting, molecules in close proximity using mechanically interlocked handcuffs is described. The strategy is demonstrated using rylene diimides, creating dimeric structures in which two components are linked through pillar[5]arene/imidazolium rotaxanes. Investigation of the resulting molecules demonstrates intriguing and new properties that arise from placing these redox active dye molecules together, allowing interactions, whilst allowing the molecules to separate as required. In particular we observe excimer emission from a perylene diimide dimer handcuff and the formation of an unusual radical anion π-dimer upon double reduction of the same molecule. The latter exhibits a unique visible absorption profile for a PDI-based molecule. We demonstrate the flexibility of our approach by making an unprecedented mixed perylene diimide/naphthalene diimide dimer which also reveals interactions between the two components. Our synthetic strategy facilitates the creation of unusual dimeric structures and allows the investigation of intermolecular interactions and the effects they have on electronic and magnetic properties.
Starting Page	3723
Ending Page	3732
Page Count	10
File Format	PDF HTM / HTML
DOI	10.1039/C9SC00167K
PubMed reference number	31015916
Journal	Medline
Volume Number	10
Alternate Webpage(s)	https://pubs.rsc.org/en/content/articlepdf/2019/sc/c9sc00167k
Alternate Webpage(s)	http://ebesley.chem.nottingham.ac.uk/publications/pdf/ChemSci2019.pdf
Alternate Webpage(s)	http://www.rsc.org/suppdata/c9/sc/c9sc00167k/c9sc00167k3.pdf
Alternate Webpage(s)	https://doi.org/10.1039/C9SC00167K
Journal	Chemical science
Language	English
Access Restriction	Open
Content Type	Text
Resource Type	Article

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Synthesis and characterisation of rylene diimide dimers using molecular handcuffs.

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Synthesis and characterisation of rylene diimide dimers using molecular handcuffs.

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