TY  - JOUR
A1  - Kleinpeter, Erich
A1  - Koch, Andreas
T1  - (Anti)aromaticity of dehydroannulenes of various ring size proved by the ring current effect in H-1 NMR spectra
JF  - Tetrahedron
N2  - The spatial magnetic properties (Through-Space NMR Shieldings-TSNMRS) of already synthesized dehydro[n]annulenes of various ring size (from C-12 to C-20) have been computed, visualized as Isochemical Shielding Surfaces (ICSS) of various size and direction, and were examined subject to present (anti)aromaticity. For this purpose the thus quantified ring current effect of the macro cycles on proximate protons in proton NMR spectra was employed.
KW  - Dehydro[n]annulenes
KW  - (Anti)aromaticity
KW  - TSNMRS
KW  - H-1 NMR spectroscopy
KW  - Anisotropic effect
KW  - Theoretical calculations
KW  - ICSS
Y1  - 2013
U6  - https://doi.org/10.1016/j.tet.2012.12.019
SN  - 0040-4020
VL  - 69
IS  - 5
SP  - 1481
EP  - 1488
PB  - Elsevier
CY  - Oxford
ER  - 
TY  - JOUR
A1  - Kleinpeter, Erich
A1  - Werner, Peter
A1  - Koch, Andreas
T1  - Push-pull allenes-conjugation, (anti)aromaticity and quantification of the push-pull character
JF  - Tetrahedron
N2  - Structures, H-1/C-13 chemical shifts, and pi electron distribution/conjugation of an experimentally available and theoretically completed set of push-pull allenes Acc(2)C=C=CDon(2) (Acc=F, CHO, CF3, C  N; Don=t-Bu, OMe, OEt, SMe, SEt, NCH2R) have been computed at the OFT level of theory. Both orthogonal linear and orthogonal bent structures have been obtained. In the latter case the push-pull character could be quantified by the quotient method. The C-13 chemical shift of the central allene carbon atom C-2 and chemical shift differences Delta delta(C-1, C-2) and Delta delta(C-2, C-3) of allene carbon atoms proved to be a quantitative alternative. TSNMRS of ring-closed push-pull allenes have been computed in addition and were employed to identify polar, carbene-like and carbone-like canonical structures of these molecules.
KW  - Push-pull allenes
KW  - Push-pull character
KW  - C-13 NMR spectroscopy
KW  - Quotient method
KW  - TSNMRS
KW  - ICSS
KW  - Aromaticity
Y1  - 2013
U6  - https://doi.org/10.1016/j.tet.2013.01.027
SN  - 0040-4020
VL  - 69
IS  - 11
SP  - 2436
EP  - 2445
PB  - Elsevier
CY  - Oxford
ER  -