Photoinduced Reactions of Cr(CO) 3 ‐Coordinated 1,3,5‐Cycloheptatriene: [6 + 2] Cycloaddition with an Alkyne and Catalytic 1,6‐Hydrogenation | Zendy

Fischler Ingrid | Zendy; Grevels FriedrichWilhelm | Zendy; Leitich Johannes | Zendy; Özkar Saim | Zendy

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Photoinduced Reactions of Cr(CO) 3 ‐Coordinated 1,3,5‐Cycloheptatriene: [6 + 2] Cycloaddition with an Alkyne and Catalytic 1,6‐Hydrogenation

Author(s) -

Fischler Ingrid,

Grevels FriedrichWilhelm,

Leitich Johannes,

Özkar Saim

Publication year - 1991

Publication title -

chemische berichte

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 0.667

H-Index - 136

eISSN - 1099-0682

pISSN - 0009-2940

DOI - 10.1002/cber.19911241229

Subject(s) - cycloheptatriene , trimethylsilyl , chemistry , alkyne , cycloaddition , medicinal chemistry , bicyclic molecule , ligand (biochemistry) , photochemistry , catalysis , organic chemistry , biochemistry , receptor

Irradiation of Cr(CO) 3 (η 6 ‐1,3,5‐cycloheptatriene) ( 1 ) in the presence of bis(trimethylsilyl)ethyne results in [6 + 2] cycloaddition of the alkyne to the cycloheptatriene ligand, yielding Cr(CO) 3 (η 4:2 ‐7,8‐bis(trimethylsilyl)bicyclo[4.2.1]nona‐2,4,7‐triene} ( 2 , 60% yield, Φ=0.08), which upon oxidative decomposition with Ce(IV) releases the organic cycloadduct, 7,8‐bis‐(trimethylsilyl)bicyclo[4.2.1]‐nona‐2,4,7‐triene ( 3 ). Photocatalytic hydrogenation of 1,3,5‐cycloheptatriene in the presence of complex 1 affords 1,3‐cycloheptadiene. This process involves 1,6‐addition of hydrogen, as demonstrated by using D 2 .

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