TY  - JOUR
A1  - Kleinpeter, Erich
A1  - Koch, Andreas
T1  - Benzyne - an acetylene- or cumulene-like electronic structure?
T2  - Tetrahedron
N2  - The spatial magnetic properties, through-space NMR shieldings (TSNMRS), of benzyne 1 and analogues (benzene 2, 1,2,3-cyclohexatriene 3, cyclohexen-3-yne 4, cyclohexen-4-yne 5, cyclohexyne 6) have been calculated using the GIAO perturbation method employing the nucleus independent chemical shift (NICS) concept and visualized as iso-chemical-shielding surfaces (ICSS) of various size and direction. The TSNMRS values could be employed to compare the diatropic ring current effects of benzene and benzyne, and, when compared with the spatial magnetic properties of the analogues, to answer the question whether the benzyne electronic structure is more acetylene- or cumulene-like, supported by structural data and delta(C-13)/ppm values. (C) 2019 Published by Elsevier Ltd.
KW  - Benzyne-allene or cumulene-like structure
KW  - Trough-space NMR shieldings (TSNMRS)
KW  - NICS
KW  - Iso-chemical shielding surfaces (ICSS)
KW  - Ring current effect
Y1  - 2019
UR  - https://publishup.uni-potsdam.de/frontdoor/index/index/docId/48473
SN  - 0040-4020
VL  - 75
IS  - 33
SP  - 4663
EP  - 4668
PB  - Elsevier
CY  - Oxford
ER  -