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Steric and electronic parameters characterizing bulky and electron-rich dialkylbiarylphosphines

(2011) ORGANOMETALLICS. 30(6). p.1668-1676
Author
Organization
Abstract
The steric and electronic properties of several sterically demanding tertiary phosphines (dicyclohexylphosphino)biphenyl (2a), 2-dicyclohexylphosphino-2'-methylbiphenyl (2b), 2-dicyclohexylphosphino-2',6'-dimethoxybiphenyl (2c), 2-dicyclohexylphosphino-2',4',6'-triisopropylbiphenyl (2d), 2-diphenylphosphino-2'-(N,N-dimethylamino)biphenyl (2e), 2-di-tert-butylphosphino-2'-(N,N-dimethylamino)biphenyl (2f), and di(cyclohexyl)phenylphosphine (2g) have been studied [IrCl(cod)(L)] (L = 2a-d) and cis-[IrCl(CO)(2)(L)] (L = 2a-d and 2g). The infrared stretching frequencies of the carbonyl complexes permit an estimation of the ligand donor properties (basicity) and suggest that the donor properties of ligands 2a-d reside between that of 2g and PCy(3). The crystal structures of several [IrCl(cod)(L)] (L = 2a-d) and cis-[IrCl(CO)(2)(L)] (L = 2a-d and 2g) complexes are reported and used to quantify the ligand steric parameter.
Keywords
HETEROCYCLIC CARBENE LIGANDS, CROSS-COUPLING REACTIONS, TRANSITION-METAL-COMPLEXES, PHOSPHINE-LIGANDS, ARYL CHLORIDES, ORGANOMETALLIC CHEMISTRY, RESTRICTED FLEXIBILITY, ACYCLIC DIAMINOCARBENE, IRIDIUM COMPLEXES, ROOM-TEMPERATURE

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Chicago
Diebolt, Olivier, George C Fortman, Herve Clavier, Alexandra MZ Slawin, Eduardo C Escudero-Adan, Jordi Benet-Buchholz, and Steven Nolan. 2011. “Steric and Electronic Parameters Characterizing Bulky and Electron-rich Dialkylbiarylphosphines.” Organometallics 30 (6): 1668–1676.
APA
Diebolt, O., Fortman, G. C., Clavier, H., Slawin, A. M., Escudero-Adan, E. C., Benet-Buchholz, J., & Nolan, S. (2011). Steric and electronic parameters characterizing bulky and electron-rich dialkylbiarylphosphines. ORGANOMETALLICS, 30(6), 1668–1676.
Vancouver
1.
Diebolt O, Fortman GC, Clavier H, Slawin AM, Escudero-Adan EC, Benet-Buchholz J, et al. Steric and electronic parameters characterizing bulky and electron-rich dialkylbiarylphosphines. ORGANOMETALLICS. 2011;30(6):1668–76.
MLA
Diebolt, Olivier et al. “Steric and Electronic Parameters Characterizing Bulky and Electron-rich Dialkylbiarylphosphines.” ORGANOMETALLICS 30.6 (2011): 1668–1676. Print.
@article{8169079,
  abstract     = {The steric and electronic properties of several sterically demanding tertiary phosphines (dicyclohexylphosphino)biphenyl (2a), 2-dicyclohexylphosphino-2'-methylbiphenyl (2b), 2-dicyclohexylphosphino-2',6'-dimethoxybiphenyl (2c), 2-dicyclohexylphosphino-2',4',6'-triisopropylbiphenyl (2d), 2-diphenylphosphino-2'-(N,N-dimethylamino)biphenyl (2e), 2-di-tert-butylphosphino-2'-(N,N-dimethylamino)biphenyl (2f), and di(cyclohexyl)phenylphosphine (2g) have been studied [IrCl(cod)(L)] (L = 2a-d) and cis-[IrCl(CO)(2)(L)] (L = 2a-d and 2g). The infrared stretching frequencies of the carbonyl complexes permit an estimation of the ligand donor properties (basicity) and suggest that the donor properties of ligands 2a-d reside between that of 2g and PCy(3). The crystal structures of several [IrCl(cod)(L)] (L = 2a-d) and cis-[IrCl(CO)(2)(L)] (L = 2a-d and 2g) complexes are reported and used to quantify the ligand steric parameter.},
  author       = {Diebolt, Olivier and Fortman, George C and Clavier, Herve and Slawin, Alexandra MZ and Escudero-Adan, Eduardo C and Benet-Buchholz, Jordi and Nolan, Steven},
  issn         = {0276-7333},
  journal      = {ORGANOMETALLICS},
  keywords     = {HETEROCYCLIC CARBENE LIGANDS,CROSS-COUPLING REACTIONS,TRANSITION-METAL-COMPLEXES,PHOSPHINE-LIGANDS,ARYL CHLORIDES,ORGANOMETALLIC CHEMISTRY,RESTRICTED FLEXIBILITY,ACYCLIC DIAMINOCARBENE,IRIDIUM COMPLEXES,ROOM-TEMPERATURE},
  language     = {eng},
  number       = {6},
  pages        = {1668--1676},
  title        = {Steric and electronic parameters characterizing bulky and electron-rich dialkylbiarylphosphines},
  url          = {http://dx.doi.org/10.1021/om101174x},
  volume       = {30},
  year         = {2011},
}

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