Ultrasonic synthesis and crystal structure analysis of two trimethylsilyloxy-substituted bicyclo[2.2.2]octene derivatives

作者：Srinivasa H T; Nagarajaiah H; Palakshamurthy B S; Hariprasad S; Begum Noor Shahina^*

来源：Journal of Chemical Sciences, 2013, 125(5): 1079-1085.

DOI：10.1007/s12039-013-0480-0

• Ultrasonication
• trimethylsilyloxy-derivatives
• bicyclo[2.2.2]octene
• Diels-Alder reaction
• crystal structure
• C-H center dot center dot center dot O and pi(center dot center dot center dot)pi interactions

The compounds: 11-trimethylsilyloxy-1,2,3,4,4a,9a-hexahydro-1,4-etheno-anthraquinone and 4-benzyl-8-trimethylsilyloxy-4-aza-tricyclo[5.2.2.0]undec-8-ene-3,5-dione were synthesized by the Diels-Alder [(4) pi (s) + (2) pi (s) ] cycloaddition reaction of 2-(trimethylsilyloxy)-1,3-cyclohexadiene with naphthaquinone and N-benzylmaleimide under ultrasonic conditions. The crystal structure analysis was done using single crystal X-ray diffraction method. In both the compounds, the trimethylsilyloxy- and naphthaquinone/ N-benzylmaleimide moieties are endo- to the bicyclic ring.

• 出版日期2013-9