Regioselective Photochemical Cycloaddition Reactions of Diolefinic Ligands in Coordination Polymers.
Chem Asian J
; 14(20): 3635-3641, 2019 Oct 15.
Article
em En
| MEDLINE
| ID: mdl-31207177
ABSTRACT
The pure diolefinic ligand 1,4-bis(pyridin-4-yl)-1,3-butadiene (bpbde) is photostable in the crystalline state. With the assistance of coordination-driven metal-organic assemblies, the photoreactivity of this diolefinic ligand can be significantly enhanced. A hydrothermal reaction of bpbde with Cd(NO3 )2 â
4 H2 O and the auxiliary ligand adipic acid resulted in the formation of a two-dimensional photoreactive coordination polymer (CP), [Cd(adipate)(bpbde)]n (1). When the aliphatic carboxylic acid was replaced by pimelic acid, another photoreactive CP [Cd(pimelate)(bpbde)]n (2) with a three-dimensional framework was obtained. With irradiation of 365â
nm UV light, the bpbde ligands in crystalline 1 and 2 underwent a regioselective photochemical [2+2] cycloaddition reaction and converted to 3,4,7,8-tetra(pyridin-4-yl)tricyclo[4.2.0.02,5 ]octane (tptco) and 1,3-bis(pyridin-4-yl)-2,4-bis(2-(pyridin-4-yl)vinyl)cyclobutane (bpbpvcb), respectively. The results provide an interesting insight into the rational design of highly regio- or stereoselective photocatalytic reactions for the formation of special organic molecules.
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01-internacional
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MEDLINE
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En
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Chem Asian J
Ano de publicação:
2019
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Article