Catalyst-substrate adducts in asymmetric catalytic hydrogenation. Crystal and molecular structure of (((R,R)-1,2-bis(phenyl-o-anisoylphosphino)ethane)(methyl (Z)-. beta. -propyl-. alpha. -acetamidoacrylate))rhodium tetrafluoroborate, (Rh(DIPAMP)(MPAA))BF sub 4

Journal Article · Tue May 01 04:00:00 EDT 1990 · Organometallics; (USA)

DOI:https://doi.org/10.1021/om00119a006· OSTI ID:6519167

McCulloch, B; Halpern, J ^[1]; Thompson, M R ^[2]; Landis, C R ^[3]

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1. Univ. of Chicago, IL (USA)
2. Monsanto Co., St. Louis, MO (USA)
3. Univ. of Colorado, Boulder (USA)

(Rh(R,R-DIPAMP)(MeOH){sub 2}){sup +} (DIPAMP = 1,2-bis(phenyl-o-anisoylphosphino)ethane), which serves as an asymmetric hydrogenation catalyst for enamides, reacts with methyl (Z)-{beta}-propyl-{alpha}-acetamidoacrylate (MPAA) to form the 1:1 adduct, (Rh(R,R-DIPAMP)(MPAA)){sup +} (1), with a binding constant of 1.4 {times} 10{sup 4} M{sup {minus}1} at 25{degree}C. Crystals of the BF{sub 4} salt of the predominant diastereomer of 1 were isolated and subjected to single-crystal X-ray analysis. The structure of 1 resembles those deduced previously for rhodium ((1,2-bis(diphenylphosphino)ethane)(methyl(Z)-{alpha}-acetamidocinnamate))tetrafluoroborate and rhodium ((2S,3S)-2,3-bis(diphenylphosphino)butane(ethyl (Z)-{alpha}-acetamideocinnamate)) perchlorate.

• OSTI ID: 6519167
• Journal Information: Organometallics; (USA), Journal Name: Organometallics; (USA) Vol. 9:5; ISSN 0276-7333; ISSN ORGND
• Country of Publication: United States
• Language: English

Related Subjects

37 INORGANIC, ORGANIC, PHYSICAL, AND ANALYTICAL CHEMISTRY
400201* -- Chemical & Physicochemical Properties
BORATES
BORON COMPOUNDS
CATALYSIS
CHEMICAL REACTIONS
COMPLEXES
CRYSTAL STRUCTURE
DATA
DATA ANALYSIS
EXPERIMENTAL DATA
HYDROGENATION
INFORMATION
MEASURING INSTRUMENTS
MEASURING METHODS
MOLECULAR STRUCTURE
NUMERICAL DATA
OXYGEN COMPOUNDS
RHODIUM COMPLEXES
TRANSITION ELEMENT COMPLEXES