TY  - JOUR
A1  - Maier, Stefan K.
A1  - Poluektov, Georgiy
A1  - Jester, Stefan-S.
A1  - Möller, Heiko Michael
A1  - Hoeger, Sigurd
T1  - Fast Oxidative Cyclooligomerization towards Low- and High-Symmetry Thiophene Macrocycles
JF  - Chemistry - a European journal
N2  - Macrocycles with quaterthiophene subunits were obtained by cyclooligomerization by direct oxidative coupling of unsubstituted dithiophene moieties. The rings were closed with high selectivity by an α,β′-connection of the thiophenes as proven by NMR spectroscopy. The reaction of the precursor with terthiophene moieties yielded the symmetric α,α′-linked macrocycle in low yield together with various differently connected isomers. Blocking of the β-position of the half-rings yielded selectively the α,α′-linked macrocycle. Selected cyclothiophenes were investigated by scanning tunneling microscopy, which displayed the formation of highly ordered 2D crystalline monolayers.
KW  - cyclooligomers
KW  - scanning tunneling microscopy
KW  - self-assembled monolayers
KW  - shape-persistent macrocycles
KW  - thiophenes
Y1  - 2016
U6  - https://doi.org/10.1002/chem.201503211
SN  - 0947-6539
SN  - 1521-3765
VL  - 22
SP  - 1379
EP  - 1384
PB  - Wiley-VCH
CY  - Weinheim
ER  -