Premium
Intramolecular Metalation of CH Bonds with { cis,cis ‐1,3,5‐Tris[(diphenylphosphino)methyl]cyclohexane}rhodium(I) Chloride
Author(s) -
Mayer Hermann August,
Kaska William Charles
Publication year - 1990
Publication title -
chemische berichte
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.667
H-Index - 136
eISSN - 1099-0682
pISSN - 0009-2940
DOI - 10.1002/cber.19901230912
Subject(s) - chemistry , metalation , cyclohexane , intramolecular force , medicinal chemistry , rhodium , ligand (biochemistry) , metal , chloride , stereochemistry , catalysis , organic chemistry , biochemistry , receptor
The novel tridentate ligand cis,cis ‐1,3,5‐tris[(diphenylphosphino)methyl]cyclohexane ( 6 ) has been synthesized and treated with [Rh(COD)Cl] 2 . Intramolecular metalation of a CH bond of the cyclohexane ring occurs ( 7 ). Studies with D 2 gas and 6[D 6 ] prove that axial and equatorial CH bonds are metalated and that a mutual exchange occurs in this process. Replacement of the Cl − by the SbF − 6 anion in 7 results in a reduced interaction between the metal and the CH bond ( 8 ). 7 reacts with CO to form the carbonyl 9 where no such interaction is observed.