Photoreaktionen mit Fulleren‐C 60  [3 + 2]‐Photocycloaddition von 2,3‐Diphenyl‐2 H ‐azirin | Zendy

Averdung Johannes | Zendy; Albrecht Evelyn | Zendy; Lauterwein Jürgen | Zendy; Luftmann Heinrich | Zendy; Mattay Jochen | Zendy; Mohn Holger | Zendy; Müller Wolfgang H. | Zendy; Meer HansUlrich Ter | Zendy

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Photoreaktionen mit Fulleren‐C 60 [3 + 2]‐Photocycloaddition von 2,3‐Diphenyl‐2 H ‐azirin

Author(s) -

Averdung Johannes,

Albrecht Evelyn,

Lauterwein Jürgen,

Luftmann Heinrich,

Mattay Jochen,

Mohn Holger,

Müller Wolfgang H.,

Meer HansUlrich Ter

Publication year - 1994

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.19941270431

Subject(s) - chemistry , azirine , cycloaddition , nitrile , ylide , irradiation , adduct , fullerene , photochemistry , medicinal chemistry , stereochemistry , organic chemistry , catalysis , ring (chemistry) , physics , nuclear physics

Photoreactions with C 60 ‐Fullerene. [3 + 2] Photocycloaddition of 2,3‐Diphenyl‐2 H ‐azirine Upon irradiation 2,3‐Diphenyl‐2 H ‐azirine ( 2 ) is added to C 60 1 with formation of mono and oligo adducts. 1,9‐(3,4‐Dihydro‐2,5‐diphenyl‐2 H ‐pyrrolo)fulleren‐60 ( 3 ) has been isolated and identified by standard spectroscopic methods. Mechanistic studies revealed two reaction paths leading to 3 , i.e. the classic 1,3‐dipolar cycloaddition via the nitrile ylide 4 (direct irradiation) or a route via 2‐azaallenyl radical cations 5 (sensitization by photoinduced electron transfer).

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