TY  - JOUR
A1  - Storch, Golo
A1  - Maier, Frank
A1  - Wessig, Pablo
A1  - Trapp, Oliver
T1  - Rotational Barriers of Substituted BIPHEP Ligands: A Comparative Experimental and Theoretical Study
JF  - European journal of organic chemistry
N2  - The interconversion barriers of 14 different 3,3- and 5,5-disubstituted tropos BIPHEP [2,2-bis(diphenylphosphino)-1,1-biphenyl] and BIPHEP(O) [2,2-bis(diphenylphosphoryl)-1,1-biphenyl] ligands were investigated by enantioselective dynamic high performance liquid chromatography (DHPLC) and DFT calculations using the B3LYP/6-31G* and M06-2X/6-31G* levels of theory. The experimentally determined enantiomerization barriers varied from 86.8 to 101.4 kJmol(-1) and were found to be in excellent agreement with the calculated data. The root-mean-square deviations are 7.3 kJmol(-1) for the B3LYP functional and 11.3 kJmol(-1) for the M06-2X method.
KW  - Rotational barriers
KW  - Density functional calculations
KW  - Enantioselectivity
KW  - P ligands
KW  - Biaryls
KW  - Liquid chromatography
Y1  - 2016
U6  - https://doi.org/10.1002/ejoc.201600836
SN  - 1434-193X
SN  - 1099-0690
VL  - 22
SP  - 5123
EP  - 5126
PB  - Wiley-VCH
CY  - Weinheim
ER  -