Photochemical myers-saito and C2-C6 cyclizations of enyne-allenes: direct detection of intermediates in solution.
Several examples of the photochemical Myers-Saito and C2-C6 cyclization of enyne-allenes are described. The presence of a triplet sensitizing unit at the allene terminus and laser flash photolysis results suggest that the cyclization proceeds along the triplet manifold. An intermediate with tau = 33 +/- 5 mus was tentatively assigned to a singlet biradical.
Schmittel
Michael
M
Organische Chemie I, FB 8 (Chemie-Biologie), Universität Siegen, Adolf-Reichwein-Str., D-57068 Siegen, Germany. schmittel@chemie.uni-siegen.de
Mahajan
Atul A
AA
Bucher
Götz
G
D000466:Alkadienes / Q000138:chemical synthesis / Q000737:chemistry*; D000480:Alkynes / Q000138:chemical synthesis / Q000737:chemistry*; D002234:Carbodiimides / Q000138:chemical synthesis / Q000737:chemistry; D003500:Cyclization; D007097:Imines / Q000138:chemical synthesis / Q000737:chemistry; D010777:Photochemistry; D012996:Solutions
D000466:Alkadienes; D000480:Alkynes; D002234:Carbodiimides; D007097:Imines; D012996:Solutions; C025947:propadiene