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

Mechanisms of the Cu(I)-Catalyzed Intermolecular Photocycloaddition Reaction Revealed by Optical and

Journal Article · · J. Am. Chem. Soc.
DOI:https://doi.org/10.1021/jacs.1c07282· OSTI ID:1833684

Research Organization:
Argonne National Laboratory (ANL), Argonne, IL (United States). Advanced Photon Source (APS)
Sponsoring Organization:
DOE - Office Of Science; National Science Foundation (NSF)
OSTI ID:
1833684
Journal Information:
J. Am. Chem. Soc., Vol. 143, Issue (46)
Country of Publication:
United States
Language:
ENGLISH

References (53)

Recent Advances in the Synthesis of Cyclobutanes by Olefin [2 + 2] Photocycloaddition Reactions journal March 2016
Photocycloaddition in Natural Product Synthesis journal September 2007
Photochemical Reactions as Key Steps in Natural Product Synthesis journal January 2011
[2+2] Photochemical Cycloaddition in Organic Synthesis: [2+2] Photochemical Cycloaddition in Organic Synthesis journal December 2019
Total Synthesis of d,l -Caryophyllene and d,l -Isocaryophyllene journal February 1964
Cubane journal August 1964
Regio- and diastereoselective intermolecular [2+2] cycloadditions photocatalysed by quantum dots journal October 2019
LED‐NMR Monitoring of an Enantioselective Catalytic [2+2] Photocycloaddition journal June 2020
Copper(I) catalysis in photocycloadditions. I. Norbornene journal February 1974
Intermolecular 2 + 2 Carbonyl–Olefin Photocycloadditions Enabled by Cu(I)–Norbornene MLCT journal May 2019
Copper(I) catalysis in photocycloadditions. II. Cyclopentene, cyclohexene, and cycloheptene journal February 1974
Copper(I) catalysis of olefin photoreactions. 15. Synthesis of cyclobutanated butyrolactones via copper(I)-catalyzed intermolecular photocycloadditions of homoallyl vinyl or diallyl ethers journal January 1987
Photodimerization of Metal-Complexed Olefins journal July 1965
Photochemical Reactions of Metal-Complexed Olefins. II. Dimerization of Norbornene and Derivatives 1 journal July 1966
Copper(I) triflate: A superior catalyst for olefin photodimerization journal January 1973
Irradiation of cis,cis-1,5-cyclooctadiene in the presence of copper(I) chloride journal May 1969
Homogeneous metal-catalysis in organic photochemistry journal January 1983
Copper(I) catalysis of olefin photoreactions. Photorearrangement and photofragmentation of methylenecyclopropanes journal January 1978
Photochemistry of Cu—Olefin complexes: a flash photochemical investigation of the reactivity of Cu(ethylene)+ and Cu(cis,cis-1,5-cyclooctadiene)+2 journal July 1985
Bonding in the ground state and excited states of copper-alkene complexes journal September 1987
Enone photochemistry. Dynamic properties of triplet excited states of cyclic conjugated enones as revealed by transient absorption spectroscopy journal July 1991
[2 + 2] Photocycloaddition of 2(5 H )-Furanone to Unsaturated Compounds. Insights from First Principles Calculations and Transient-Absorption Measurements journal June 2010
Intramolecular [2+2] Photocycloaddition of 3- and 4-(But-3-enyl)oxyquinolones: Influence of the Alkene Substitution Pattern, Photophysical Studies, and Enantioselective Catalysis by a Chiral Sensitizer journal April 2013
Does a Photochemical Reaction Have a Reaction Order? journal November 1997
Cationic olefin complexes of copper(I). Structure and bonding in Group Ib metal-olefin complexes journal March 1973
Photochemical Processes Revealed by X-ray Transient Absorption Spectroscopy journal November 2013
X-ray absorption edge determination of the oxidation state and coordination number of copper. Application to the type 3 site in Rhus vernicifera laccase and its reaction with oxygen journal October 1987
Revisiting the Dependence of Cu K-Edge X-ray Absorption Spectra on Oxidation State and Coordination Environment journal August 2018
Cu K -edge polarized x-ray-absorption near-edge structure of Bi 2 CaSr 2 Cu 2 O 8 journal September 1991
Polarization-Dependent X-ray Absorption Spectroscopic Study of [Cu(cyclam)]2+-Intercalated Saponite journal October 2002
XANES spectra of copper(II) complexes: correlation of the intensity of the 1s .fwdarw. 3d transition and the shape of the complex journal February 1992
Interplays of excited state structures and dynamics in copper(I) diimine complexes: Implications and perspectives journal January 2015
Solvent-Induced Luminescence Quenching: Static and Time-Resolved X-Ray Absorption Spectroscopy of a Copper(I) Phenanthroline Complex journal May 2013
Re-evaluating the Cu K pre-edge XAS transition in complexes with covalent metal–ligand interactions journal January 2015
Probing Cu I in homogeneous catalysis using high-energy-resolution fluorescence-detected X-ray absorption spectroscopy journal January 2015
Ab initio studies of the x-ray absorption edge in copper complexes. I. Atomic Cu 2 + and Cu(ii) Cl 2 journal September 1980
Polarized xanes spectra of CuCl2 · 2H2O. Further evidence for shake-down phenomena journal March 1986
Pulse radiolysis studies. XXI. Optical absorption spectrum of the solvated electron in ethers and in binary solutions of these ethers journal June 1973
Electron and organic radical anion solvation. Pulse radiolysis of tetrahydrofuran and its solutions of N-methylacetamide or pyrrolidone journal March 1983
Mechanisms of the ultrafast production and recombination of solvated electrons in weakly polar fluids: Comparison of multiphoton ionization and detachment via the charge-transfer-to-solvent transition of Na− in THF journal December 2000
Real-Time Observation of the Photoinduced Structural Change of Bis(2,9-dimethyl-1,10-phenanthroline)copper(I) by Femtosecond Fluorescence Spectroscopy:  A Realistic Potential Curve of the Jahn−Teller Distortion journal April 2007
Ultrafast Structural Rearrangements in the MLCT Excited State for Copper(I) bis- Phenanthrolines in Solution journal February 2007
Ultrafast Excited-State Dynamics of Copper(I) Complexes journal February 2015
Photochemistry of cycloalkenes. 9. Photodimerization of cyclohexene journal October 1980
Crystal and molecular structure of di-.mu.-chlorotris(trans-cyclooctene)dicopper(I) journal June 1970
Photocatalysis IV. Preparation and characterization of a stable copper(I) triflate·trans-cycloheptene complex journal January 1979
Molecular Asymmetry of Olefins. I. Resolution of trans -Cyclooctene 1-3 journal October 1963
A Photochemical Synthesis of Functionalized trans -Cyclooctenes Driven by Metal Complexation journal March 2008
On the existence of trans-cyclohexene journal June 1987
Formation constants of copper(I) chloride complexes with cis,cis-1,5-cyclooctadiene and other cyclic olefins journal June 1986
Thermodynamic data for olefin and acetylene complexes of transition metals journal April 1973
Rates of photoisomerization of trans-stilbene in isolated and solvated molecules: experiments on the deuterium isotope effect and RRKM behavior journal December 1985
A Holistic Approach to Model the Kinetics of Photocatalytic Reactions journal March 2019