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Highly deformed o-carborane-functionalised non-linear polycyclic aromatics with exceptionally long C-C bond lengths

Abstract:
The effect of substituting o‐carborane into the most sterically hindered positions of phenanthrene and benzo(k)tetraphene is reported. Synthesised via a Bull‐Hutchings‐Quayle benzannulation, the crystal structures of these non‐linear polycyclic aromatics exhibited the highest aromatic deformation parameters observed for any reported carborane compound to date, with the largest carboranyl C‐C bond length of all organo‐substituted o ‐carboranes. Photoluminescence studies of these compounds demonstrated efficient intramolecular charge‐transfer, leading to aggregation induced emission properties. Additionally, an unusual low‐energy excimer was observed for the phenanthryl compound. These are two new members of the family of carborane‐functionalised non‐linear polycyclic aromatics notable for their peculiar structures and multi‐luminescent properties.
Publication status:
Published
Peer review status:
Peer reviewed

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Publisher copy:
10.1002/chem.202004517

Authors



Publisher:
Wiley
Journal:
Chemistry - A European Journal More from this journal
Volume:
27
Issue:
6
Pages:
1970-1975
Publication date:
2020-10-12
Acceptance date:
2020-10-09
DOI:
EISSN:
1521-3765
ISSN:
0947-6539
Pmid:
33044792


Language:
English
Keywords:
Pubs id:
1138055
Local pid:
pubs:1138055
Deposit date:
2020-12-16

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