TY  - JOUR
A1  - Kleinpeter, Erich
A1  - Koch, Andreas
T1  - Intramolecular carbene stabilization via 3c,2e bonding on basis of the magnetic criterion
JF  - Tetrahedron : the international journal for the rapid publication of full original research papers and critical reviews in organic chemistry
N2  - The spatial magnetic properties, through-space NMR shieldings (TSNMRS), of bent cyclobutylcarbene 8, 1,2-diboretane-3-ylidene 9, and some carbene analogues of boron 14-18 as most intriguing examples of carbenes, which can be stabilized as homoaromatic systems with 3c,2e bonding, have been calculated using the GIAO perturbation method employing the nucleus independent chemical shift (NICS) concept and the results visualized as iso-chemical-shielding surfaces (ICSS) of various size and direction. The TSNMRS values (actually, ring current effect/anisotropy effects as measurable in H-1 NMR spectroscopy) are employed to qualify and quantify the degree of present 3c,2e-homoaromaticity. Results are confirmed by geometry (bond angles and bond lengths) and spectroscopic data, the delta(B-11)/ppm data and the C-13 chemical shifts of the carbene electron-deficient centre.
KW  - Cyclobutylcarbene
KW  - 1,2-diboretane-3-ylidene
KW  - 3c,2e-bonding
KW  - Through-space NMR shieldings (TSNMRS)
KW  - NICS
Y1  - 2021
U6  - https://doi.org/10.1016/j.tet.2021.132357
SN  - 0040-4020
SN  - 1464-5416
VL  - 95
PB  - Elsevier Science
CY  - Amsterdam
ER  -