Steric and Electronic Parameters Characterizing Bulky and Electron-Rich Dialkylbiarylphosphines

Olivier Diebolt; George Charles Fortman; Herve Clavier; Alexandra Martha Zoya Slawin; Eduardo C. Escudero-Adan; Jordi Benet-Buchholz; Steven Patrick Nolan

doi:10.1021/om101174x

Steric and Electronic Parameters Characterizing Bulky and Electron-Rich Dialkylbiarylphosphines

Olivier Diebolt, George Charles Fortman, Herve Clavier, Alexandra Martha Zoya Slawin, Eduardo C. Escudero-Adan, Jordi Benet-Buchholz, Steven Patrick Nolan

Research output: Contribution to journal › Article › peer-review

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 PCy3. 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.

Original language	English
Pages (from-to)	1668-1676
Number of pages	9
Journal	Organometallics
Volume	30
Issue number	6
Early online date	14 Feb 2011
DOIs	https://doi.org/10.1021/om101174x
Publication status	Published - 28 Mar 2011

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@article{60abdb3ca7134a1b8b4f5894efda7e7b,

title = "Steric and Electronic Parameters Characterizing Bulky and Electron-Rich Dialkylbiarylphosphines",

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 PCy3. 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 = "Olivier Diebolt and Fortman, {George Charles} and Herve Clavier and Slawin, {Alexandra Martha Zoya} and Escudero-Adan, {Eduardo C.} and Jordi Benet-Buchholz and Nolan, {Steven Patrick}",

year = "2011",

month = mar,

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doi = "10.1021/om101174x",

language = "English",

volume = "30",

pages = "1668--1676",

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TY - JOUR

T1 - Steric and Electronic Parameters Characterizing Bulky and Electron-Rich Dialkylbiarylphosphines

AU - Diebolt, Olivier

AU - Fortman, George Charles

AU - Clavier, Herve

AU - Slawin, Alexandra Martha Zoya

AU - Escudero-Adan, Eduardo C.

AU - Benet-Buchholz, Jordi

AU - Nolan, Steven Patrick

PY - 2011/3/28

Y1 - 2011/3/28

N2 - 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 PCy3. 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.

AB - 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 PCy3. 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.

U2 - 10.1021/om101174x

DO - 10.1021/om101174x

M3 - Article

SN - 0276-7333

VL - 30

SP - 1668

EP - 1676

JO - Organometallics

JF - Organometallics

IS - 6

ER -

Steric and Electronic Parameters Characterizing Bulky and Electron-Rich Dialkylbiarylphosphines

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