Photosensitized conversion of 9,10-deoxytridachione to photodeoxytridachione.
[reaction: see text] The photochemical conversion of 9,10-deoxytridachione to photodeoxytridachione has been photosensitized. The conversion was also quenched by piperylene. Photodeoxytridachione was produced in good yields under conditions in which only the cyclohexadiene group is sensitized. The results show that some, and perhaps all, of the photoreactions of 9,10-deoxytridachione occur through a triplet excited state. The mechanistic and biosynthetic implications of these results are discussed.
Zuidema
Daniel R
DR
Department of Chemistry, Wake Forest University, Winston-Salem, North Carolina 27109, USA.
Miller
Aubry K
AK
Trauner
Dirk
D
Jones
Paul B
PB
D000466:Alkadienes / Q000737:chemistry*; D003510:Cyclohexanes / Q000737:chemistry; D053138:Cyclohexenes; D008027:Light; D015394:Molecular Structure; D010420:Pentanes / Q000737:chemistry*; D010777:Photochemistry; D011422:Propionates / Q000737:chemistry* / Q000528:radiation effects; D011753:Pyrones / Q000737:chemistry* / Q000528:radiation effects
C512807:9,10-deoxytridachione; D000466:Alkadienes; D003510:Cyclohexanes; D053138:Cyclohexenes; D010420:Pentanes; D011422:Propionates; D011753:Pyrones; C048401:1,4-cyclohexadiene; C011970:1,3-pentadiene