TY - JOUR
T1 - Pericyclic organometallic reactions. Cycloaddition reactions of (η4-cycloheptatriene)Ru(CO)3. Crystal structure of tricarbonyl[(2,3,4,9-η)-bicyclo[4.2.1]non-2-ene-4,9-diyl-7,7,8,8-tetracarbonitrile]ruthenium
AU - Goldschmidt, Zeev
AU - Genizi, Elisheva
AU - Gottlieb, Hugo E.
AU - Hezroni-Langermann, Dafna
AU - Berke, Heinz
AU - Bosch, H. William
AU - Takats, Josef
PY - 1991/2/10
Y1 - 1991/2/10
N2 - (η4-Cycloheptatriene)Ru(CO)3 reacts with tetracyanoethylene (TCNE), 4-phenyltriazoline-3,5-dione (PTAD) and (carbomethoxy)maleic anhydride (CMA) to give stable 3 + 2 σ,π-allylic adducts. The 3 + 2 adduct with TCNE equilibrates via a [4,4]-sigmahaptotropic rearrangement with the less stable 6 + 2 adduct, which decomposes under the reaction conditions to the demetallated 6 + 2 adduct. It is concluded that σ,π-allylic adducts are in general more stable than their isomeric η4-π counterparts. The structure of the 3 + 2 TCNE adduct was determined by a single-crystal X-ray diffraction study.
AB - (η4-Cycloheptatriene)Ru(CO)3 reacts with tetracyanoethylene (TCNE), 4-phenyltriazoline-3,5-dione (PTAD) and (carbomethoxy)maleic anhydride (CMA) to give stable 3 + 2 σ,π-allylic adducts. The 3 + 2 adduct with TCNE equilibrates via a [4,4]-sigmahaptotropic rearrangement with the less stable 6 + 2 adduct, which decomposes under the reaction conditions to the demetallated 6 + 2 adduct. It is concluded that σ,π-allylic adducts are in general more stable than their isomeric η4-π counterparts. The structure of the 3 + 2 TCNE adduct was determined by a single-crystal X-ray diffraction study.
UR - http://www.scopus.com/inward/record.url?scp=0042659095&partnerID=8YFLogxK
U2 - 10.1016/0022-328x(91)86468-6
DO - 10.1016/0022-328x(91)86468-6
M3 - ???researchoutput.researchoutputtypes.contributiontojournal.article???
AN - SCOPUS:0042659095
SN - 0022-328X
VL - 420
SP - 419
EP - 429
JO - Journal of Organometallic Chemistry
JF - Journal of Organometallic Chemistry
IS - 3
ER -