Synthesis, Properties, and Oxidizing Ability of Areno-Annulated 1,3-Dimethyl-10-phenylcyclohepta[4,5]pyrrolo[2,3-<i>d</i>]pyrimidine- 2,4(1,3<i>H</i>)-dionylium Ions
作者:Shin-ichi Naya、Hiroshi Ohtoshi、Makoto Nitta
DOI:10.1021/jo051777j
日期:2006.1.1
were synthesized by three-step reactions, starting from the reactions of benzo[b]tropone and naphtho[2,3-d]tropone with 6-anilino-1,3-dimethyluracil. Structural characteristics of 12a,b+ and 16a+ were clarified on inspection of the UV−vis and NMR spectral data as well as by X-ray crystal analyses. The stability of cations 12a,b+ and 16a+ is expressed by the pKR+ values which were determined spectrophotometrically
新颖areno -环-1,3-二甲基-10- phenylcyclohepta [4,5]吡咯并[2,3- d ]嘧啶-2,4(1,3 ħ)-dionylium离子12A,B + · BF 4 -和图16A + · BF 4 -通过三步反应合成苯并[ b ]托托酮和萘并[2,3- d ]托特酮与6-苯胺基-1,3-二甲基尿嘧啶的反应。通过检查UV-vis和NMR光谱数据以及X射线晶体分析,可以弄清12a,b +和16a +的结构特征。阳离子12a,b +和16a +的稳定性由p K R +值表示,该值由分光光度法确定为ca。0.5-9.0。萘[ b ]托乙铵离子4 +的p K R +值澄清为更低,<0。在循环伏安法(CV)下,电化学还原12a,b +和16a +在-0.46至-0.67(V vs. Ag / AgNO 3)上表现出还原电位。苯并trop离子和阳离子4 +的还原电位分别为-0