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

Kemp, Richard A.; McGrew, Genette I.; Khatri, Pathik A.; Geiger, William E.; Waterman, Rory

doi:10.1039/C5CC06910F

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

Journal Article · Tue Sep 08 00:00:00 EDT 2015 · ChemComm

DOI:https://doi.org/10.1039/C5CC06910F· OSTI ID:1235362

Kemp, Richard A. ^[1]; McGrew, Genette I. ^[2]; Khatri, Pathik A. ^[2]; Geiger, William E. ^[2]; Waterman, Rory ^[2]

Univ. of New Mexico, Albuquerque, NM (United States); Sandia National Lab. (SNL-NM), Albuquerque, NM (United States)
Univ. of Vermont, Burlington, VT (United States)

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.

View Accepted Manuscript (DOE)

Research Organization:: Sandia National Laboratories (SNL-NM), Albuquerque, NM (United States)

Sponsoring Organization:: NSF

Grant/Contract Number:: AC04-94AL85000

OSTI ID:: 1235362

Report Number(s):: SAND--2015-7532J; 603475

Journal Information:: ChemComm, Journal Name: ChemComm Journal Issue: 87 Vol. 51; ISSN CHCOFS; ISSN 1359-7345

Publisher:: Royal Society of ChemistryCopyright Statement

Country of Publication:: United States

Language:: English

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2‐Arylsilacyclobutane as a Latent Carbanion Reacting with CO ₂ Ishida, Naoki; Okumura, Shintaro; Kawasaki, Tairin Angewandte Chemie, Vol. 130, Issue 35 https://doi.org/10.1002/ange.201805333	journal	August 2018
RuBisCO-Inspired CO ₂ Activation and Transformation by an Iridium(I) Complex Langer, Jens; Hamza, Andrea; Pápai, Imre Angewandte Chemie International Edition, Vol. 57, Issue 9 https://doi.org/10.1002/anie.201712893	journal	January 2018
2-Arylsilacyclobutane as a Latent Carbanion Reacting with CO ₂ Ishida, Naoki; Okumura, Shintaro; Kawasaki, Tairin Angewandte Chemie International Edition, Vol. 57, Issue 35 https://doi.org/10.1002/anie.201805333	journal	August 2018
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Computational exploration of substrate and ligand effects in nickel-catalyzed C–Si bond carboxylation with CO ₂ Lv, Xiangying; Zhang, Xiaotian; Sa, Rongjian Organic Chemistry Frontiers, Vol. 6, Issue 21 https://doi.org/10.1039/c9qo00854c	journal	January 2019

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