A Ruthenophosphanorcaradiene as a Synthon for an Ambiphilic Metallophosphinidene

Saint-Denis, Tyler G.; Wheeler, T. Alexander; Chen, Qingchuan; Balázs, Gábor; Settineri, Nicholas S.; Scheer, Manfred; Tilley, T. Don

doi:10.1021/jacs.3c14779

Title: A Ruthenophosphanorcaradiene as a Synthon for an Ambiphilic Metallophosphinidene

Journal Article · 09 February 2024 · Journal of the American Chemical Society

DOI: https://doi.org/10.1021/jacs.3c14779 · OSTI ID:2294138

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^[1]; Chen, Qingchuan ^[1]; Balázs, Gábor ^[2];

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University of California, Berkeley, CA (United States)
University of Regensburg (Germany)

Reaction of the ruthenium carbene complex Cp*(IPr)RuCl (1) (IPr = 1,3-bis(Dipp)imidazol-2-ylidene; Dipp = 2,6- diisopropylphenyl) with sodium phosphaethynolate (NaOCP) led to intramolecular dearomatization of one of the Dipp substituents on the Ru-bound carbene to afford a Ru-bound phosphanorcaradiene, 2. Computations by DFT reveal a transition state characterized by a concerted process whereby CO migrates to the Ru center as the P atom adds to the π system of the aryl group. The phosphanorcaradiene possesses ambiphilic properties and reacts with both nucleophilic and electrophilic substrates, resulting in rearomatization of the ligand aryl group with net P atom transfer to give several unusual metal-bound, P-containing main-group moieties. These new complexes include a metallo-1-phospha-3-azaallene (Ru P C NR), a metalloiminophosphanide (Ru P N R), and a metallophosphaformazan (Ru P( N N CPh₂)₂). Reaction of 2 with the carbene 2,3,4,5-tetramethylimidazol-2- ylidene (IMe₄) produced the corresponding phosphaalkene DippP IMe₄.

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Research Organization:: University of California, Berkeley, CA (United States)

Sponsoring Organization:: USDOE Office of Science (SC), Basic Energy Sciences (BES). Scientific User Facilities (SUF); National Science Foundation (NSF); USDOE

Grant/Contract Number:: AC02-05CH11231; CHE-1954808; AC02- 05CH11231

OSTI ID:: 2294138

Alternate ID(s):: OSTI ID: 2311078

Journal Information:: Journal of the American Chemical Society, Vol. 146, Issue 7; ISSN 0002-7863

Publisher:: American Chemical Society (ACS)Copyright Statement

Country of Publication:: United States

Language:: English

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CCDC 2312062: Experimental Crystal Structure Determination G., Saint-Denis, Tyler; Alexander, Wheeler, T.; Qingchuan, Chen, https://doi.org/10.5517/ccdc.csd.cc2hlwnn The current record is supplemented by this dataset	dataset	January 2024
CCDC 2312063: Experimental Crystal Structure Determination G., Saint-Denis, Tyler; Alexander, Wheeler, T.; Qingchuan, Chen, https://doi.org/10.5517/ccdc.csd.cc2hlwpp The current record is supplemented by this dataset	dataset	January 2024
CCDC 2312064: Experimental Crystal Structure Determination G., Saint-Denis, Tyler; Alexander, Wheeler, T.; Qingchuan, Chen, https://doi.org/10.5517/ccdc.csd.cc2hlwqq The current record is supplemented by this dataset	dataset	January 2024
CCDC 2312065: Experimental Crystal Structure Determination G., Saint-Denis, Tyler; Alexander, Wheeler, T.; Qingchuan, Chen, https://doi.org/10.5517/ccdc.csd.cc2hlwrr The current record is supplemented by this dataset	dataset	January 2024
CCDC 2312066: Experimental Crystal Structure Determination G., Saint-Denis, Tyler; Alexander, Wheeler, T.; Qingchuan, Chen, https://doi.org/10.5517/ccdc.csd.cc2hlwss The current record is supplemented by this dataset	dataset	January 2024
CCDC 2312067: Experimental Crystal Structure Determination G., Saint-Denis, Tyler; Alexander, Wheeler, T.; Qingchuan, Chen, https://doi.org/10.5517/ccdc.csd.cc2hlwtt The current record is supplemented by this dataset	dataset	January 2024

Title: A Ruthenophosphanorcaradiene as a Synthon for an Ambiphilic Metallophosphinidene

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