Palladium complexes of 2-pyridin-2-yl substituted 1,3-bis(diphenylphosphino)propane: Highly active catalysts for the room-temperature copolymerization of carbon monoxide with ethene

Simon Doherty; Edward G. Robins; Mark Nieuwenhuyzen; Paul A. Champkin; William Clegg

doi:10.1021/om020301c

Palladium complexes of 2-pyridin-2-yl substituted 1,3-bis(diphenylphosphino)propane: Highly active catalysts for the room-temperature copolymerization of carbon monoxide with ethene

Simon Doherty, Edward G. Robins, Mark Nieuwenhuyzen, Paul A. Champkin, William Clegg

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

8 Citations (Scopus)

Abstract

The 2,2′-disubstituted 1,3-bis(diphenylphosphino)propane derivatives [XC (Me)(CH₂PPh₂)₂] (X = 2-py, 1a; X = CH₂OMe, 1b; X = Ph, 1c) and their corresponding palladium complexes [(P-P)PdCl₂] (2a-c), [(P-P)Pd(OAc)₂] (3a-c), [{2-methyl-2-pyridin-2-yl-1,3-bis(diphenylphosphino)propane}PdClMe] (4a), and [{(S)-(+)-N,N-dimethyl-α-methylbenzylamine-C,N}-Pd{2-MeOCH₂CMe( CH₂PPh₂)₂}][ClO₄] (5b) have been prepared and characterized. Palladium(II) complexes of 2-methyl-2-pyridin-2-yl-1,3-bis(diphenylphosphino)propane (la) are highly active for the room-temperature copolymerization of ethene and carbon monoxide and, under our conditions, markedly more active than systems based on 1,3-bis(diphenylphosphino)propane (dppp), 1b and 1c. Catalysts formed from dppp, 1b, and lc all show the expected increase in activity at elevated temperature (90 °C), while that formed from la is highly temperature-sensitive and rapidly decomposes.

Original language	English
Pages (from-to)	4147-4158
Number of pages	12
Journal	Organometallics
Volume	21
Issue number	20
DOIs	https://doi.org/10.1021/om020301c
Publication status	Published or Issued - 30 Sept 2002
Externally published	Yes

ASJC Scopus subject areas

Physical and Theoretical Chemistry
Organic Chemistry
Inorganic Chemistry

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@article{c6be6878c56543369a07e70ccd188c03,

title = "Palladium complexes of 2-pyridin-2-yl substituted 1,3-bis(diphenylphosphino)propane: Highly active catalysts for the room-temperature copolymerization of carbon monoxide with ethene",

abstract = "The 2,2′-disubstituted 1,3-bis(diphenylphosphino)propane derivatives [XC (Me)(CH2PPh2)2] (X = 2-py, 1a; X = CH2OMe, 1b; X = Ph, 1c) and their corresponding palladium complexes [(P-P)PdCl2] (2a-c), [(P-P)Pd(OAc)2] (3a-c), [{2-methyl-2-pyridin-2-yl-1,3-bis(diphenylphosphino)propane}PdClMe] (4a), and [{(S)-(+)-N,N-dimethyl-α-methylbenzylamine-C,N}-Pd{2-MeOCH2CMe( CH2PPh2)2}][ClO4] (5b) have been prepared and characterized. Palladium(II) complexes of 2-methyl-2-pyridin-2-yl-1,3-bis(diphenylphosphino)propane (la) are highly active for the room-temperature copolymerization of ethene and carbon monoxide and, under our conditions, markedly more active than systems based on 1,3-bis(diphenylphosphino)propane (dppp), 1b and 1c. Catalysts formed from dppp, 1b, and lc all show the expected increase in activity at elevated temperature (90 °C), while that formed from la is highly temperature-sensitive and rapidly decomposes.",

author = "Simon Doherty and Robins, {Edward G.} and Mark Nieuwenhuyzen and Champkin, {Paul A.} and William Clegg",

year = "2002",

month = sep,

day = "30",

doi = "10.1021/om020301c",

language = "English",

volume = "21",

pages = "4147--4158",

journal = "Organometallics",

issn = "0276-7333",

publisher = "American Chemical Society",

number = "20",

}

Palladium complexes of 2-pyridin-2-yl substituted 1,3-bis(diphenylphosphino)propane: Highly active catalysts for the room-temperature copolymerization of carbon monoxide with ethene. / Doherty, Simon; Robins, Edward G.; Nieuwenhuyzen, Mark et al.
In: Organometallics, Vol. 21, No. 20, 30.09.2002, p. 4147-4158.

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

TY - JOUR

T1 - Palladium complexes of 2-pyridin-2-yl substituted 1,3-bis(diphenylphosphino)propane

T2 - Highly active catalysts for the room-temperature copolymerization of carbon monoxide with ethene

AU - Doherty, Simon

AU - Robins, Edward G.

AU - Nieuwenhuyzen, Mark

AU - Champkin, Paul A.

AU - Clegg, William

PY - 2002/9/30

Y1 - 2002/9/30

N2 - The 2,2′-disubstituted 1,3-bis(diphenylphosphino)propane derivatives [XC (Me)(CH2PPh2)2] (X = 2-py, 1a; X = CH2OMe, 1b; X = Ph, 1c) and their corresponding palladium complexes [(P-P)PdCl2] (2a-c), [(P-P)Pd(OAc)2] (3a-c), [{2-methyl-2-pyridin-2-yl-1,3-bis(diphenylphosphino)propane}PdClMe] (4a), and [{(S)-(+)-N,N-dimethyl-α-methylbenzylamine-C,N}-Pd{2-MeOCH2CMe( CH2PPh2)2}][ClO4] (5b) have been prepared and characterized. Palladium(II) complexes of 2-methyl-2-pyridin-2-yl-1,3-bis(diphenylphosphino)propane (la) are highly active for the room-temperature copolymerization of ethene and carbon monoxide and, under our conditions, markedly more active than systems based on 1,3-bis(diphenylphosphino)propane (dppp), 1b and 1c. Catalysts formed from dppp, 1b, and lc all show the expected increase in activity at elevated temperature (90 °C), while that formed from la is highly temperature-sensitive and rapidly decomposes.

AB - The 2,2′-disubstituted 1,3-bis(diphenylphosphino)propane derivatives [XC (Me)(CH2PPh2)2] (X = 2-py, 1a; X = CH2OMe, 1b; X = Ph, 1c) and their corresponding palladium complexes [(P-P)PdCl2] (2a-c), [(P-P)Pd(OAc)2] (3a-c), [{2-methyl-2-pyridin-2-yl-1,3-bis(diphenylphosphino)propane}PdClMe] (4a), and [{(S)-(+)-N,N-dimethyl-α-methylbenzylamine-C,N}-Pd{2-MeOCH2CMe( CH2PPh2)2}][ClO4] (5b) have been prepared and characterized. Palladium(II) complexes of 2-methyl-2-pyridin-2-yl-1,3-bis(diphenylphosphino)propane (la) are highly active for the room-temperature copolymerization of ethene and carbon monoxide and, under our conditions, markedly more active than systems based on 1,3-bis(diphenylphosphino)propane (dppp), 1b and 1c. Catalysts formed from dppp, 1b, and lc all show the expected increase in activity at elevated temperature (90 °C), while that formed from la is highly temperature-sensitive and rapidly decomposes.

UR - http://www.scopus.com/inward/record.url?scp=0038449143&partnerID=8YFLogxK

U2 - 10.1021/om020301c

DO - 10.1021/om020301c

M3 - Article

AN - SCOPUS:0038449143

SN - 0276-7333

VL - 21

SP - 4147

EP - 4158

JO - Organometallics

JF - Organometallics

IS - 20

ER -

Palladium complexes of 2-pyridin-2-yl substituted 1,3-bis(diphenylphosphino)propane: Highly active catalysts for the room-temperature copolymerization of carbon monoxide with ethene

Abstract

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