SURPRISINGLY FACILE DECOMPOSITION OF THE DICATION [(C(5)ME(5))IR(MEO-C6H4-CH2CO2NCOCH2CO)](2- A METAL-MEDIATED HUNSDIECKER REACTION OF A SUCCINIMIDYL ESTER() )
H. Elamouri et al., SURPRISINGLY FACILE DECOMPOSITION OF THE DICATION [(C(5)ME(5))IR(MEO-C6H4-CH2CO2NCOCH2CO)](2- A METAL-MEDIATED HUNSDIECKER REACTION OF A SUCCINIMIDYL ESTER() ), Journal of organometallic chemistry, 485(1-2), 1995, pp. 79-84
A series of dicationic organoiridium complexes [CpIr(arene)](2+), (4,
5 and 6) have been prepared in which the pi-bonded phenyl ring is att
ached to an alkyl chain terminated by a succinimidyl ester, thus formi
ng Bolton-Hunter reagents for protein labelling. In solution, the benz
yl derivative, 4, underwent facile decomposition. Loss of the succinim
idyl moiety followed by decarboxylation led to [CpIr(eta-MeO-C6H4-Me)
][BF4](2) (7). This product was characterized spectroscopically and by
X-ray crystallography. Compound 7 crystallizes in the space group P2(
1)/a with a = 13.567(5) Angstrom, b = 17.664(1) Angstrom, c = 9.044(5)
Angstrom, beta = 90.15 degrees, V = 21.67 Angstrom(3) and Z = 4. A ra
tionale for this surprisingly facile decomposition invokes stabilizati
on of the intermediate benzyl radical by the iridium.