Search: onr:"swepub:oai:DiVA.org:kth-277190" >
Compressing a Non-P...
Compressing a Non-Planar Aromatic Heterocyclic [7]Helicene to a Planar Hetero[8]Circulene
- Article/chapterEnglish2020
Publisher, publication year, extent ...
-
2020-03-20
-
Wiley,2020
-
printrdacarrier
Numbers
-
LIBRIS-ID:oai:DiVA.org:kth-277190
-
https://urn.kb.se/resolve?urn=urn:nbn:se:kth:diva-277190URI
-
https://doi.org/10.1002/chem.201905339DOI
Supplementary language notes
-
Language:English
-
Summary in:English
Part of subdatabase
Classification
-
Subject category:ref swepub-contenttype
-
Subject category:art swepub-publicationtype
Notes
-
QC 20200714
-
This work describes a synthetic approach where a non-planar aromatic heterocyclic [7]helicene is compressed to yield a hetero[8]circulene containing an inner antiaromatic cyclooctatetraene (COT) core. This [8]circulene consists of four benzene rings and four heterocyclic rings, and it is the first heterocyclic [8]circulene containing three different heteroatoms. The synthetic pathway proceeds via a the flattened dehydro-hetero[7]helicene, which is partially a helicene and partially a circulene: it is non-planar and helically chiral as helicenes, and contains a COT motif like [8]circulenes. The antiaromaticity of the COT core is confirmed by nucleus independent chemical shift (NICS) calculations. The planarization from a helically π-conjugated [7]helicene to a fully planar heterocyclic [8]circulene significantly alters the spectroscopic properties of the molecules. Post-functionalization of the [7]helicenes and the [8]circulenes by oxygenation of the thiophene rings to the corresponding thiophene-sulfones allows an almost complete fluorescence emission coverage of the visible region of the optical spectrum (400–700 nm).
Subject headings and genre
Added entries (persons, corporate bodies, meetings, titles ...)
-
Pedersen, S. K.
(author)
-
Bols, P.
(author)
-
Hansen, K. H.
(author)
-
Pedersen, M. R.
(author)
-
Hammerich, O.
(author)
-
Bondarchuk, S.
(author)
-
Minaev, B.
(author)
-
Baryshnikov, Gleb V.KTH,Teoretisk kemi och biologi(Swepub:kth)u1qlzxjx
(author)
-
Ågren, HansKTH,Teoretisk kemi och biologi,College of Chemistry and Chemical Engineering, Henan University, Kaifeng, Henan, 475004 P. R. China(Swepub:kth)u1l2s96v
(author)
-
Pittelkow, M.
(author)
-
KTHTeoretisk kemi och biologi
(creator_code:org_t)
Related titles
-
In:Chemistry - A European Journal: Wiley26:22, s. 4935-49400947-65391521-3765
Internet link
Find in a library
To the university's database
- By the author/editor
-
Lousen, B.
-
Pedersen, S. K.
-
Bols, P.
-
Hansen, K. H.
-
Pedersen, M. R.
-
Hammerich, O.
-
show more...
-
Bondarchuk, S.
-
Minaev, B.
-
Baryshnikov, Gle ...
-
Ågren, Hans
-
Pittelkow, M.
-
show less...
- About the subject
-
- NATURAL SCIENCES
-
NATURAL SCIENCES
-
and Chemical Science ...
-
and Theoretical Chem ...
- Articles in the publication
-
Chemistry - A Eu ...
- By the university
-
Royal Institute of Technology