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Exploitation of solar energy storage systems. Valence isomerization between norbornadiene and quadricyclane derivatives

Journal Article · · J. Org. Chem.; (United States)
DOI:https://doi.org/10.1021/jo00339a007· OSTI ID:5313938
; ;
Use of copper(I)-nitrogen ligand catalysts such as Ph/sub 3/PCuCl.bpy, Ph/sub 3/PCuCl.phen, Ph/sub 3/PCuCl.phtha, and Ph/sub 3/PCuBr.py enables the photochemical isomerization of norbornadiene to quadricyclane to be performed at a longer wavelength than 350 nm, at which CuCl catalyst itself cannot induce such an isomerization. Among the norbornadiene derivatives bearing various chromophores, 3-(phenylcarbamoyl)norbornadiene-2-carboxylic acid undergoes a facile and quantitative isomerization into the corresponding quadricyclane derivative in sunlight. The back-isomerization of quadricyclane to 3-(phenylcarbamoyl)norbornadiene-2-carboxylic acid proceeds quantitatively by use of catalytic amounts of Rh/sub 2/(CO)/sub 4/Cl/sub 2/.
Research Organization:
Kyoto Univ., Japan
OSTI ID:
5313938
Journal Information:
J. Org. Chem.; (United States), Journal Name: J. Org. Chem.; (United States) Vol. 46:26; ISSN JOCEA
Country of Publication:
United States
Language:
English

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Development of a solar energy storage process. Photoisomerization of a norbornadience derivative to a quadricyclane derivative in an aqueous alkaline solution
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Valence isomerization of quadricyclane catalyzed by bis(. mu. -acetato)-bis(norbornadiene)dirhodium: evidence for a rhodocyclobutane intermediate
Journal Article · Sun Jul 01 00:00:00 EDT 1979 · Inorg. Chem.; (United States) · OSTI ID:5938826
Molecular and crystal structure of bis(. mu. -acetato)-bis(norbornadiene)dirhodium(I): a catalyst for the isomerization of quadricyclane to norbornadiene
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Related Subjects

14 SOLAR ENERGY
140505 -- Solar Energy Conversion-- Photochemical
Photobiological
& Thermochemical Conversion-- (1980-)
37 INORGANIC, ORGANIC, PHYSICAL, AND ANALYTICAL CHEMISTRY
400500* -- Photochemistry
ALKENES
CATALYTIC EFFECTS
CHEMICAL REACTION KINETICS
CHEMICAL REACTION YIELD
CHEMICAL REACTIONS
CHLORIDES
CHLORINE COMPOUNDS
COMPLEXES
CONVERSION
COPPER CHLORIDES
COPPER COMPLEXES
COPPER COMPOUNDS
COPPER HALIDES
CYCLOALKENES
DATA
DERIVATIZATION
ELECTROMAGNETIC RADIATION
ELEMENTS
ENERGY CONVERSION
ENERGY STORAGE
ENTHALPY
EXPERIMENTAL DATA
HALIDES
HALOGEN COMPOUNDS
HYDROCARBONS
INFORMATION
ISOMERIZATION
KINETICS
LONG WAVE RADIATION
METALS
NORBORNADIENE
NUMERICAL DATA
ORGANIC COMPOUNDS
PHOTOCHEMICAL ENERGY STORAGE
PHYSICAL PROPERTIES
RADIATIONS
RADIOWAVE RADIATION
REACTION KINETICS
SOLAR ENERGY CONVERSION
SOLAR RADIATION
STELLAR RADIATION
STORAGE
THERMODYNAMIC PROPERTIES
TRANSITION ELEMENT COMPLEXES
TRANSITION ELEMENT COMPOUNDS
YIELDS