Computed Properties of C18H14BrOPOn May 15, 2000 ,《Water-soluble phosphines. Part XII. Pd catalyzed P-C coupling reactions: a novel synthetic route to cationic phosphines with para- and meta-guanidiniumphenyl moieties》 appeared in Journal of Organometallic Chemistry. The author of the article were Machnitzki, Peter; Tepper, Michael; Wenz, Kirsten; Stelzer, Othmar; Herdtweck, Eberhardt. The article conveys some information:
Mono- and bifunctional guanidinium phosphines [Ph2P-p-C6H4NH:C(NH2)(NMe2)]Cl (3c), [Ph2P-p-C6H4NH:C(NH2)2]H2PO2- (4a), [PhP(m-C6H4NHC:(NH2)(NMe2))2]X2 (X = I, (5a); X = Br, (5b); X = Cl, (5c)), [PhP(m-C6H4NHC:(NH2)(NMe2)2)] (5d), and [PhP(m-C6H4NHC:(NH2)2)2]Cl2 (5f) are accessible in high yields by Pd catalyzed P-C coupling reactions between iodophenyl guanidines IC6H4NH:C(NH)(NR2) (meta- and para- isomers; R = H, Me) and phenyl- or diphenylphosphine. The x-ray structure of 3c·MeOH was determined, showing a planar guanidinium group in a NH-O and NH-Cl H bridged arrangement. Pd(II) and Mo(0) complexes of 5c were synthesized. The influence of the cationic guanidinium group on the electronic and steric parameters of 5c is discussed. A comparative study of 5c and phosphonated and sulfonated phosphine ligands in the biphasic Pd catalyzed Suzuki-type coupling between m-bromophenyldiphenyl phosphine oxide and para-tolylboronic acid shows 5c to be less active than Ph2PC6H4-4-PO3Na2. In the experiment, the researchers used many compounds, for example, (3-Bromophenyl)diphenylphosphine oxide(cas: 10212-04-1Computed Properties of C18H14BrOP)
(3-Bromophenyl)diphenylphosphine oxide(cas: 10212-04-1) belongs to mono-phosphine Ligands.Phosphine ligands are the most significant class of ligands for cross-coupling because of the alterability of their electronic and steric properties. Ligands play a key role in stabilizing and activating the central metal atom and are used in reactions, such as transition metal catalyzed cross-coupling.Computed Properties of C18H14BrOP
Referemce:
Metal catalyst and ligand design,
Ligand Template Strategies for Catalyst Encapsulation – NCBI