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Title: Unexpected formal insertion of CO2 into the C-Si bonds of a zinc compound

Journal Article · · ChemComm
DOI:https://doi.org/10.1039/C5CC06910F· OSTI ID:1235362
 [1];  [2];  [2];  [2];  [2]
  1. Univ. of New Mexico, Albuquerque, NM (United States); Sandia National Lab. (SNL-NM), Albuquerque, NM (United States)
  2. Univ. of Vermont, Burlington, VT (United States)
+ Show Author Affiliations

Reaction of [κ2-PR2C(SiMe3)Py]2Zn (R = Ph, 2a; iPr, 2b) with CO2 affords the products of formal insertion at the C–Si bond, [κ2-PR2CC(O)O(SiMe3)Py]2Zn (R = Ph, 3a; iPr, 3b). Insertion product 3b was structurally characterized. As a result, the reaction appears to be a stepwise insertion and rearrangement of CO2 based on kinetic data.

Research Organization:
Sandia National Lab. (SNL-NM), Albuquerque, NM (United States)
Sponsoring Organization:
National Science Foundation (NSF)
Grant/Contract Number:
AC04-94AL85000
OSTI ID:
1235362
Report Number(s):
SAND-2015-7532J; CHCOFS; 603475
Journal Information:
ChemComm, Vol. 51, Issue 87; ISSN 1359-7345
Publisher:
Royal Society of ChemistryCopyright Statement
Country of Publication:
United States
Language:
English
Citation Metrics:
Cited by: 10 works
Citation information provided by
Web of Science

References (35)

Structurally simple complexes of CO 2 journal January 2015
Ruthenium(II) Complexes Containing Optically Active Hemilabile P,N,O-Tridentate Ligands. Synthesis and Evaluation in Catalytic Asymmetric Transfer Hydrogenation of Acetophenone by Propan-2-ol journal April 1997
Cationic zinc complexes: a new class of catalyst for living lactide polymerization at ambient temperature journal January 2010
Frustrated Lewis Pair Chemistry: Development and Perspectives journal May 2015
Frustrated Lewis Pairs: From Concept to Catalysis journal December 2014
Organocatalysts with carbon-centered activity for CO 2 reduction with boranes journal January 2015
Formation of Phosphino-Substituted Isocyanate by Reaction of CO 2 with Group 2 Complexes Based on the (Me 3 Si)( i -Pr 2 P)NH Ligand journal December 2011
Hydrogenation of Arenes under Mild Conditions Using Rhodium Pyridylphosphine and Bipyridyl Complexes Tethered to a Silica-Supported Palladium Heterogeneous Catalyst journal February 2000
Bridged Aminotroponiminate Complexes of Zinc journal June 2003
Formation of a Reversible, Intramolecular Main-Group Metal–CO 2 Adduct journal November 2011
Cationic organozinc complexes of a bis(phosphinimine) pincer ligand: synthesis, structural and polymerization studies journal January 2010
NH/PH Isomerization and a Lewis Pair for Carbon Dioxide Capture journal July 2013
Ruthenium(II) complexes with new tridentate ligands containing P, N, O donor atoms: highly efficient catalysts for transfer hydrogenation of ketones by propan-2-ol journal January 1995
Synthesis of Phosphole-2,5-dicarboxylic Acids via a [1,5]-Shift of Carbon Dioxide around the Phosphole Nucleus journal April 2002
Electron deficient zinc complexes: Enhanced lactide polymerization activity achieved through rational ligand design journal May 2012
Reversible formal insertion of CO2 into a remote C–H bond of a ligand in a Ru(ii) complex at room temperature journal January 2012
A Highly Active Phosphine–Borane Organocatalyst for the Reduction of CO 2 to Methanol Using Hydroboranes journal June 2013
Der Einflu� der anionischen Liganden auf die Struktur von Nickel(II)- und Kobalt(II)-Komplexen des Bisphenylphosphino-methylpyridins-(2) journal June 1968
Transition-Metal-Free Catalytic Reduction of Carbon Dioxide journal February 2014
Activated Zinc Complexes Supported by a Neutral, Phosphinimine-Containing Ligand: Synthesis and Efficacy for the Polymerization of Lactide journal March 2009
3-(2-Pyridyl)-5-(2-thienyl)pyrazole and Complexes of Its Anion with Lithium, Magnesium, Calcium, and Zinc Ions journal October 2012
Insertion of Carbon Dioxide into Main-Group Complexes: Formation of the [N(CO 2 ) 3 ] 3− Ligand journal December 2008
Structures and CO 2 Reactivity of Zinc Complexes of Bis(diisopropyl-) and Bis(diphenylphosphino)amines journal November 2014
Transient 2 H -Phospholes as Powerful Synthetic Intermediates in Organophosphorus Chemistry journal December 2004
Tuning the Reactivity of an Actor Ligand for Tandem CO 2 and C–H Activations: From Spectator Metals to Metal-Free journal October 2013
Reversible Metal-Free Carbon Dioxide Binding by Frustrated Lewis Pairs journal August 2009
Ligand effects and nucleophilic addition to (.eta.3-allyl)palladium complexes. A carbon-13 NMR study journal March 1987
Synthesis and evaluation of the bonding properties of a potentially tridentate ligand: 1-(diphenylphosphino)-2-ethoxy-1-(2-pyridyl)ethane journal January 1994
Frustrated Lewis Pairs: Metal-free Hydrogen Activation and More journal December 2009
Activation of CO2 and CS2 by (Me3Si)(i-Pr2P)NH and its zinc complex journal July 2013
Zinc and Cadmium Tropocoronand Complexes:  Effect of Metal Ion Radius on Macrocyclic Ligand Twist and Fold journal June 1997
Electronic response of a (P,N)-based ligand on metal coordination journal January 2004
Zinc and Aluminum Complexes Supported by Quinoline-Based N,N,N-Chelate Ligands: Synthesis, Characterization, and Catalysis in the Ring-Opening Polymerization of ε-Caprolactone and rac -Lactide journal August 2011
Transient 2H-Phospholes as Powerful Synthetic Intermediates in Organophosphorus Chemistry journal May 2005
Insertion of Carbon Dioxide into Main-Group Complexes: Formation of the [N(CO 2 ) 3 ] 3− Ligand journal December 2008

Cited By (8)

RuBisCO-inspirierte CO 2 -Aktivierung und Umwandlung durch einen Iridium(I)-Komplex journal January 2018
RuBisCO-Inspired CO 2 Activation and Transformation by an Iridium(I) Complex journal January 2018
2-Arylsilacyclobutane as a Latent Carbanion Reacting with CO 2 journal August 2018
Insertion of CO 2 into the carbon–boron bond of a boronic ester ligand journal January 2016
Iron complexes of a bidentate picolyl-NHC ligand: synthesis, structure and reactivity journal January 2016
Zwitterionic indenylammonium with carbon-centred reactivity towards reversible CO 2 binding and catalytic reduction journal January 2017
Computational exploration of substrate and ligand effects in nickel-catalyzed C–Si bond carboxylation with CO 2 journal January 2019
2‐Arylsilacyclobutane as a Latent Carbanion Reacting with CO 2 journal August 2018

Linked Research (2)

Figures / Tables (5)

Fig. 1(p. 1)figure Fig. 1
Fig 2(p. 2)figure Fig 2
Table 1(p. 2)table Table 1
Fig 3(p. 3)figure Fig 3
Fig 4(p. 3)figure Fig 4

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