title: Styrene Aziridination by Iron(IV) Nitrides.
abstract: Thermolysis of the iron(IV) nitride complex [PhB(tBuIm)3Fe≡N] with styrene leads to formation of the high-spin iron(II) aziridino complex [PhB(tBuIm)3Fe-N(CH2CHPh)]. Similar aziridination occurs with both electron-rich and electron-poor styrenes, while bulky styrenes hinder the reaction. The aziridino complex [PhB(tBuIm)3Fe-N(CH2CHPh)] acts as a nitride synthon, reacting with electron-poor styrenes to generate their corresponding aziridino complexes, that is, aziridine cross-metathesis. Reaction of [PhB(tBuIm)3Fe-N(CH2CHPh)] with Me3SiCl releases the N-functionalized aziridine Me3SiN(CH2CHPh) while simultaneously generating [PhB(tBuIm)3FeCl]. This closes a synthetic cycle for styrene azirdination by a nitride complex. While the less hindered iron(IV) nitride complex [PhB(MesIm)3Fe≡N] reacts with styrenes below room temperature, only bulky styrenes lead to tractable aziridino products.
authors.affiliation: Department of Chemistry, Indiana University, 800 E. Kirkwood Avenue, Bloomington, IN 47403 (USA).
authors.forename: Salvador B
authors.initials: SB
authors.lastname: Muñoz
authors.affiliation: Department of Chemistry, Indiana University, 800 E. Kirkwood Avenue, Bloomington, IN 47403 (USA).
authors.forename: Wei-Tsung
authors.initials: WT
authors.lastname: Lee
authors.affiliation: Department of Chemistry and Chemical Biology, The University of New Mexico, Albuquerque, NM 87131 (USA).
authors.forename: Diane A
authors.initials: DA
authors.lastname: Dickie
authors.affiliation: Department of Chemistry and Biochemistry, New Mexico State University, Las Cruces, NM 88003 (USA).
authors.forename: Jeremiah J
authors.initials: JJ
authors.lastname: Scepaniak
authors.affiliation: Department of Chemistry and Biochemistry, New Mexico State University, Las Cruces, NM 88003 (USA).
authors.forename: Deepak
authors.initials: D
authors.lastname: Subedi
authors.affiliation: Department of Chemistry, Indiana University, 800 E. Kirkwood Avenue, Bloomington, IN 47403 (USA).
authors.forename: Maren
authors.initials: M
authors.lastname: Pink
authors.affiliation: Department of Chemistry and Biochemistry, New Mexico State University, Las Cruces, NM 88003 (USA).
authors.forename: Michael D
authors.initials: MD
authors.lastname: Johnson
authors.affiliation: Department of Chemistry, Indiana University, 800 E. Kirkwood Avenue, Bloomington, IN 47403 (USA). smith962@indiana.edu.
authors.forename: Jeremy M
authors.initials: JM
authors.lastname: Smith
mesh_terms: D001388:Aziridines / Q000737:chemistry*; D058085:Iron Compounds / Q000737:chemistry*; D017672:Nitrogen Compounds / Q000737:chemistry*; D020058:Styrene / Q000737:chemistry*
chemical_list: D001388:Aziridines; D058085:Iron Compounds; D017672:Nitrogen Compounds; D020058:Styrene; C033132:aziridine
keywords: alkenes; iron; nitrides