91813-95-5Relevant academic research and scientific papers
Autoxidation of Guaiazulene and 4,6,8-Trimethylazulene in Polar Aprotic Solvent: Structural Proof for Products
Matsubara, Yoshiharu,Takekuma, Shin-ichi,Yokoi, Katsumi,Yamamoto, Hiroshi,Nozoe, Tetsuo
, p. 1415 - 1428 (2007/10/02)
Autoxidation of guaiazulene and 4,5,8-trimethylazulene at 100 - 120 deg C in DMF (or HMPA) respectively yielded 25 and 17 separable products, including several known compounds.Most of these new compounds were derivatives of 1,5- and 1,7-azulenequionone, 1H-inden-1-one, naphthoquinone, and benzenoid, or dimeric and trimeric forms; structures of these products were established on the basis of spectroscopic (NMR, UV, IR, and MS) and half-wave potential (E1/2) data. 1H NMR (200-MHz) parameters of various azulene derivatives are given for comparative study.Possible reaction pathways are suggested for the formation of such a wide variety of interesting products.
OXIDATION OF AZULENE DERIVATIVES. AUTOXIDATION OF 4,6,8-TRIMETHYLAZULENE IN A POLAR APROTIC SOLVENT
Matsubara, Yoshiharu,Takekuma, Shin-ichi,Yokoi, Katsumi,Yamamoto, Hiroshi,Nozoe, Tetsuo
, p. 631 - 634 (2007/10/02)
Autoxidation of 4,6,8-trimethylazulene at 120 deg C in N,N-dimethylformamide yielded twelve separable products (including four known compounds), which were assigned to be azulenoquinone, inden-1-one, and azulenyl-1-indanone derivatives.A comparison of the present results with those of guaiazulene was made to obtain a mechanistic aspect of the oxidation reaction.
