Skip to main content
OSTI.GOVU.S. Department of Energy Office of Scientific and Technical Information
U.S. Department of Energy
Office of Scientific and Technical Information
 

Iron(II) Mediated Deazotation of Benzyl Azide: Trapping and Subsequent Transformations of the Benzaldimine Fragment

Journal Article · · Inorganic Chemistry
 [1];  [2];  [1];  [1];  [2];  [1]
  1. Department of Chemistry, University of Pennsylvania, Philadelphia, Pennsylvania 19104, United States
  2. Friedrich-Alexander-University Erlangen-Nürnberg (FAU), Department of Chemistry and Pharmacy, Inorganic Chemistry, Egerlandstr. 1, Erlangen 91058, Germany
+ Show Author Affiliations

Not provided.

Research Organization:
Indiana Univ., Bloomington, IN (United States)
Sponsoring Organization:
USDOE Office of Science (SC)
DOE Contract Number:
FG02-07ER15893
OSTI ID:
1977876
Journal Information:
Inorganic Chemistry, Vol. 61, Issue 2; ISSN 0020-1669
Publisher:
American Chemical Society (ACS)
Country of Publication:
United States
Language:
English

References (52)

A simplified synthesis of (±)-1,2-diphenyl-1,2-diaminoethane (1) from benzaldehyde and ammonia. Revision of the structures of the long-known intermediates “hydrobenzamide” and “amarine” journal December 1997
Improved Optical Resolution of (±)-1,2-Diphenylethylenediamine journal March 1986
α-Aminoallylation of Aldehydes with Ammonia:  Stereoselective Synthesis of Homoallylic Primary Amines journal May 2004
Transition Metal-Free Generation of N -Unsubstituted Imines from Benzyl Azides: Synthesis of N -Unsubstituted Homoallylic Amines journal March 2015
Selective synthesis of mono- and di-methylated amines using methanol and sodium azide as C1 and N1 sources journal January 2018
Characterization and Utility of N-Unsubstituted Imines Synthesized from Alkyl Azides by Ruthenium Catalysis journal September 2012
Ruthenium-Catalyzed Redox-Neutral and Single-Step Amide Synthesis from Alcohol and Nitrile with Complete Atom Economy journal August 2013
Synthesis of 1H-azadienes and application to one-pot organic transformations journal January 2016
In situ generation of N-unsubstituted imines from alkyl azides and their applications for imine transfer via copper catalysis journal August 2017
Structure and chemistry of the aldehyde ammonias. 1-Amino-1-alkanols, 2,4,6-trialkyl-1,3,5-hexahydrotriazines, and N,N-dialkylidene-1,1-diaminoalkanes journal September 1973
Structure and chemistry of the aldehyde ammonias. II. Phenylacetaldimines, styrylamines, and 2,4,6-tribenzyl-1,3,5-hexahydrotriazines journal May 1974
Vacuum Dynamic Gas Phase/Solid-Phase Reactions:N-Chlorination of Primary Amines and ?-Elimination of the Resulting Chloramines; Synthesis of Reactive (E)- and (Z)-Aldimines journal September 1982
An Efficient Synthesis of N -Unsubstituted Imines as Organoborane Adducts Stable at Room Temperature:  New Promising Intermediates for Synthesis journal April 2000
Convenient Synthesis of Stable Aldimine−Borane Complexes, Chiral δ-Amino Alcohols, and γ-Substituted GABA Analogues from Nitriles journal July 2007
Reactions of manganese and rhenium complexes with organic azides: preparation of tetraazabutadiene derivatives journal January 2007
Azo Complexes of Osmium(II): Preparation and Reactivity of Organic Azide and Hydrazine Derivatives journal March 2013
Reactivity of Pyridine Dipyrrolide Iron(II) Complexes with Organic Azides: C–H Amination and Iron Tetrazene Formation journal July 2019
Preparation of Benzyl Azide Complexes of Iridium(III) journal December 2007
Preparation of imine complexes of ruthenium and osmium stabilised by [MCl(η 6-p-cymene)(PR3)]+ fragments journal February 2010
N−N Bond Cleavage in Diazoalkanes by a Bis(imino)pyridine Iron Complex journal December 2008
Beyond Click-Chemistry: Transformation of Azides with Cyclopentadienyl Ruthenium Complexes journal June 2011
Synthesis and Electronic Structure Diversity of Pyridine(diimine)iron Tetrazene Complexes journal April 2018
Ruthenium-Catalyzed Azide−Alkyne Cycloaddition: Scope and Mechanism journal July 2008
Synthesis of Enamides by Ruthenium-Catalyzed Reaction of Alkyl Azides with Acid Anhydrides in Ionic Liquid journal October 2015
Ruthenium Bisammine Complex and Its Reaction with Aryl Azides journal September 2017
Probing the role of an Fe IV tetrazene in catalytic aziridination journal January 2014
A cis -Divacant Octahedral and Mononuclear Iron(IV) Imide journal October 2014
Metal–Ligand Cooperativity Promoting Sulfur Atom Transfer in Ferrous Complexes and Isolation of a Sulfurmethylenephosphorane Adduct journal August 2018
Unusual Dinitrogen Binding and Electron Storage in Dinuclear Iron Complexes journal April 2020
Syntheses and molecular structures of 2- [1′-N-(alkyl)imino-2′,2′,2′-trifluoroethyl] phenols journal June 1996
A Simple, Scalable Synthetic Route to (+)- and (−)-Pseudoephenamine journal October 2013
Proton transfer equilibrium in the intramolecular hydrogen bridge in sterically hindered Schiff bases journal September 2002
Five-coordinate transition metal complexes and the value of τ 5 : observations and caveats journal January 2020
Structural variation in copper( i ) complexes with pyridylmethylamide ligands: structural analysis with a new four-coordinate geometry index, τ 4 journal January 2007
Synthesis and Structural Studies of Nickel(0) Tetracarbene Complexes with the Introduction of a New Four-Coordinate Geometric Index, τ δ journal March 2015
Synthesis of N,N-di(arylmethylidene)arylmethanediamines by flash vacuum pyrolysis of arylmethylazides journal July 2004
Thermodynamics of Hydrogen Atom Transfer to a High-Valent Iron Imido Complex journal March 2008
Iron-Catalyzed Mild and Selective Hydrogenative Cross-Coupling of Nitriles and Amines To Form Secondary Aldimines journal January 2017
Selective Hydrogenation of Nitriles to Secondary Imines Catalyzed by an Iron Pincer Complex journal May 2017
The Stereochemistry of Complex Inorganic Compounds. XXIV. Cobalt Stibenediamine Complexes 1 journal September 1959
A new chiral heterocyclic 1,1-enediamine as a precursor to piperidines journal May 2003
Cobalt and Iron Stabilized Ketyl, Ketiminyl and Aldiminyl Radical Anions journal October 2021
Optical Resolution of (±)-1,2-Bis(2-methylphenyl)ethylene-1,2-diamine as a Chiral Framework for 2-Iminoimidazolidine with 2-Methylphenyl Pendant and the Guanidine-Catalyzed Asymmetric Michael Reaction of tert -Butyl Diphenyliminoacetate and Ethyl Acrylate journal December 2007
Tuning Mechanism in a Two-Component Columnar Host System Composed of 1,2-Diphenylethylenediamine and 1,1‘-Binaphthyl-2,2‘-dicarboxylic Acid journal January 2008
Convenient routes to vicinal diamines. Coupling of nitriles or N-(trimethylsilyl) imines promoted by NbCl4(THF)2 journal May 1987
New Reagent for Reductive Coupling of Carbonyl and Imine Compounds:  Highly Reactive Manganese-Mediated Pinacol Coupling of Aryl Aldehydes, Aryl Ketones, and Aldimines journal July 1998
Chemoselective Photoredox Synthesis of Unprotected Primary Amines Using Ammonia journal June 2018
Enantioselective Reductive Coupling of Imines Templated by Chiral Diboron journal May 2020
Catalytic imine–imine cross-coupling reactions journal January 2014
Probing the Steric and Electronic Characteristics of a New Bis-Pyrrolide Pincer Ligand journal January 2014
Quantitation of the THF Content in Fe[N(SiMe 3 ) 2 ] 2 · x THF journal March 2017
Utilizing the Evans method with a superconducting NMR spectrometer in the undergraduate laboratory journal January 1992

Similar Records

Related Subjects

Chemistry