Journal
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
Volume 53, Issue 6, Pages 1525-1528Publisher
WILEY-V C H VERLAG GMBH
DOI: 10.1002/anie.201309104
Keywords
carbon nanotubes; cyclodehydrogenation; cyclo-para-phenylene; macrocycles; polycycles
Categories
Funding
- EU [FP 7 256617 MOLESOL]
- Graduate School MAINZ
Ask authors/readers for more resources
The synthesis of structurally well-defined, monodisperse carbon nanotube (CNT) sidewall segments poses a challenge in materials science. The synthesis of polyphenylene cylinders that comprise typical benzene connectivity to resemble precursors of [9,9] and [15,15]CNTs is now reported, and the products were characterized by X-ray crystallography. To investigate the oxidative cyclodehydrogenation of ring-strained molecules as a final step towards a bottom-up synthesis of CNT sidewall segments, phenylene-extended cyclic p-hexaphenylbenzene trimers ([3]CHPB) were prepared, and NMR studies revealed a strain-induced 1,2-phenyl shift. It was further shown that an increase in ring size leads to selectively dehydrogenated macrocycles. Larger homologues are envisioned to give smooth condensation reactions toward graphenic sidewalls and should be used in the future as seeds for CNT formation.
Authors
I am an author on this paper
Click your name to claim this paper and add it to your profile.
Reviews
Recommended
No Data Available