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Carbene Formation and Transfer at a Dinickel Active Site.
Organometallics 2018; 37(15):2437-2441O

Abstract

The synthesis and reactivity of a dinickel bridging carbene is described. The previously reported [ i-PrNDI]Ni2(C6H6) complex (NDI = naphthyridine-diimine) reacts with Ph2CN2 to generate a metastable diazoalkane adduct, which eliminates N2 at 60 °C to yield a paramagnetic Ni2(μ-CPh2) complex. The Ni2(μ-CPh2) complex undergoes carbene transfer to t-BuNC via an initial isonitrile adduct, which, upon heating, releases free t-BuNCCPh2. Based on this sequence of stoichiometric reactions, a catalytic carbene transfer reaction is demonstrated.

Authors+Show Affiliations

Department of Chemistry, Purdue University, West Lafayette, Indiana 47907, United States.Department of Chemistry, Purdue University, West Lafayette, Indiana 47907, United States.Department of Chemistry, Purdue University, West Lafayette, Indiana 47907, United States.

Pub Type(s)

Journal Article

Language

eng

PubMed ID

31080305

Citation

Maity, Arnab K., et al. "Carbene Formation and Transfer at a Dinickel Active Site." Organometallics, vol. 37, no. 15, 2018, pp. 2437-2441.
Maity AK, Zeller M, Uyeda C. Carbene Formation and Transfer at a Dinickel Active Site. Organometallics. 2018;37(15):2437-2441.
Maity, A. K., Zeller, M., & Uyeda, C. (2018). Carbene Formation and Transfer at a Dinickel Active Site. Organometallics, 37(15), pp. 2437-2441. doi:10.1021/acs.organomet.8b00261.
Maity AK, Zeller M, Uyeda C. Carbene Formation and Transfer at a Dinickel Active Site. Organometallics. 2018 Aug 13;37(15):2437-2441. PubMed PMID: 31080305.
* Article titles in AMA citation format should be in sentence-case
TY - JOUR T1 - Carbene Formation and Transfer at a Dinickel Active Site. AU - Maity,Arnab K, AU - Zeller,Mathias, AU - Uyeda,Christopher, Y1 - 2018/06/22/ PY - 2019/5/14/entrez PY - 2019/5/14/pubmed PY - 2019/5/14/medline SP - 2437 EP - 2441 JF - Organometallics JO - Organometallics VL - 37 IS - 15 N2 - The synthesis and reactivity of a dinickel bridging carbene is described. The previously reported [ i-PrNDI]Ni2(C6H6) complex (NDI = naphthyridine-diimine) reacts with Ph2CN2 to generate a metastable diazoalkane adduct, which eliminates N2 at 60 °C to yield a paramagnetic Ni2(μ-CPh2) complex. The Ni2(μ-CPh2) complex undergoes carbene transfer to t-BuNC via an initial isonitrile adduct, which, upon heating, releases free t-BuNCCPh2. Based on this sequence of stoichiometric reactions, a catalytic carbene transfer reaction is demonstrated. SN - 0276-7333 UR - https://www.unboundmedicine.com/medline/citation/31080305/Carbene_Formation_and_Transfer_at_a_Dinickel_Active_Site L2 - https://www.ncbi.nlm.nih.gov/pmc/articles/pmid/31080305/ DB - PRIME DP - Unbound Medicine ER -