5452-75-5Relevant articles and documents
Dramatic tuning of ligand donor properties in (Ttz)CuCO through remote binding of H+ (Ttz = hydrotris(triazolyl)borate)
Dixon, Natalie A.,McQuarters, Ashley B.,Kraus, Jodi S.,Soffer, Jonathan B.,Lehnert, Nicolai,Schweitzer-Stenner, Reinhard,Papish, Elizabeth T.
, p. 5571 - 5573 (2013)
Complexes with bulky hydrotris(triazolyl)borate (Ttz) ligands, TtzCuCO, were used to probe how acids change the donor properties of Ttz ligands. (TtztBu,Me)CuCO shows four distinct protonation states and a gradual increase in the CO stretch. The increased electrophilic nature of the Cu center upon protonation leads to enhanced C-H activation catalysis.
Highly regioselective functionalization of aliphatic carbon-hydrogen bonds with a perbromohomoscorpionate copper(I) catalyst
Caballero, Ana,Diaz-Requejo, M. Mar,Belderrain, Tomas R.,Nicasio, M. Carmen,Trofimenko, Swiatoslaw,Perez, Pedro J.
, p. 1446 - 1447 (2003)
The complex TpBr3Cu(NCMe) (1) is an excellent catalyst for the regioselective carbene transfer reaction to tertiary C-H bonds of hydrocarbons, at room temperature, using the readily available ethyl diazoacetate (EDA) as the carbene source. Copyright
Iron-Catalyzed Intermolecular Functionalization of Non-Activated Aliphatic C?H Bonds via Carbene Transfer
Rodríguez, Mònica,Font, Gemma,Nadal-Moradell, Joel,Hernán-Gómez, Alberto,Costas, Miquel
supporting information, p. 5116 - 5123 (2020/10/06)
The modification of strong Csp3?H bonds via iron carbene intermediates under mild reaction conditions has been an important challenge with attractive prospective in organic synthesis. In this work, we show the efficient combination of an electrophilic iron catalyst with a lithium Lewis acid for the functionalization of strong Csp3?H bonds of cyclic and linear alkanes by the activation of commercially available ethyl diazoacetate (EDA). The reaction proceeds with good yields, under mild reaction conditions (40 °C) and large excess of substrate is not needed. In addition, excellent activity is observed in the cyclopropanation of challenging aliphatic olefins. (Figure presented.).
Improving Catalyst Activity in Hydrocarbon Functionalization by Remote Pyrene–Graphene Stacking
Ballestin, Pilar,Ventura-Espinosa, David,Martín, Santiago,Caballero, Ana,Mata, Jose A.,Pérez, Pedro J.
, p. 9534 - 9539 (2019/06/04)
A copper complex bearing an N-heterocyclic carbene ligand with a pyrene “tail” attached to the backbone has been prepared and supported on reduced graphene oxide (rGO). The free and supported copper materials have been employed as homogeneous and heterogeneous catalysts in the functionalization of hydrocarbons such as n-hexane, cyclohexane, and benzene through incorporation of the CHCO2Et unit from ethyl diazoacetate. The graphene-anchored complex displays higher reaction rates and induces higher yields than its soluble counterpart, features that can be rationalized in terms of a decrease in electron density at the metal center due to a remote net electronic flux from the supported copper complex to the graphene surface.
