1,4-Cyclohexadiene, CHD
1,4-Cyclohexadiene can act as hydrogen atom donor due to aromatization as driving force.
Recent Literature
(Bis(dimethylamino)carbazole) was used as photocatalyst in the reduction of
unactivated aryl chlorides and alkyl chlorides in the presence of CHD as
hydrogen atom donor at room temperature. The catalytic system can also be
applied to the coupling of aryl chlorides with electron-rich arene and
heteroarenes to affect C-C bond-forming reactions.
R. Matsubara, T. Yabuta, U. M. Idros, M. Hayashi, F. Ema, Y. Kobori, K. Sakata, J. Org. Chem., 2018, 83,
9381-9390.
[IPr·GaCl2][SbF6] catalyzes a tandem process involving
a ring-closing carbonyl-olefin metathesis and a transfer hydrogenation in the
presence of 1,4-cyclohexadiene as an H2 surrogate to reduce the
cyclic alkene intermediates. This stereoselective reaction leads to 1,2-cis-disubstituted
cyclopentanes and various cyclohexanes.
A. Djurovic, M. Vayer, Z. Li, R. Guillot, J.-P. Baltaze, V. Gandon, C. Bour,
Org. Lett., 2019, 21, 8132-8137.
