TY - JOUR
T1 - Application of the Suzuki reaction to the asymmetric desymmetrisation of 1,2-and 1,3-disubstituted bulky cobalt metallocenes
AU - Bergin, Enda
AU - Hughes, David L.
AU - Richards, Christopher J.
N1 - Bergin, Enda Hughes, David L. Richards, Christopher J. Sp. Iss. SI
PY - 2010
Y1 - 2010
N2 - Reaction of (eta(5)-cyclopentadienyl)(eta(4)-tetraphenylcyclobutadiene)cobalt with Hg(OAc)(2) (2.3 equiv) in 1:1 MeOH/CH2Cl2 followed by the addition of LiCl resulted in the formation of (eta(5)-1,2-dichloromercuricyclopentadienyl)(eta(4)-tetraphenylcyclobuta diene)cobalt (33%) and its 1,3-isomer (6%). Following conversion into their corresponding diiodides these compounds were desymmetrised by Suzuki reactions with ArB(OH)(2) employing [(R)-BINAP]PdCl2, with the highest ee of 24% being obtained for (eta(5)-1-iodo-3-(2-methoxyphenyl)cyclopentadienyl)(eta(4)-tetraphenylcy clobutadiene)cobalt. (C) 2010 Elsevier Ltd. All rights reserved.
AB - Reaction of (eta(5)-cyclopentadienyl)(eta(4)-tetraphenylcyclobutadiene)cobalt with Hg(OAc)(2) (2.3 equiv) in 1:1 MeOH/CH2Cl2 followed by the addition of LiCl resulted in the formation of (eta(5)-1,2-dichloromercuricyclopentadienyl)(eta(4)-tetraphenylcyclobuta diene)cobalt (33%) and its 1,3-isomer (6%). Following conversion into their corresponding diiodides these compounds were desymmetrised by Suzuki reactions with ArB(OH)(2) employing [(R)-BINAP]PdCl2, with the highest ee of 24% being obtained for (eta(5)-1-iodo-3-(2-methoxyphenyl)cyclopentadienyl)(eta(4)-tetraphenylcy clobutadiene)cobalt. (C) 2010 Elsevier Ltd. All rights reserved.
U2 - 10.1016/j.tetasy.2010.05.012
DO - 10.1016/j.tetasy.2010.05.012
M3 - Article
VL - 21
SP - 1619
EP - 1623
JO - Tetrahedron: Asymmetry
JF - Tetrahedron: Asymmetry
SN - 0957-4166
IS - 11-12
ER -