217456-82-1Relevant academic research and scientific papers
Synthesis of the tetracyclic carbon core of menogaril utilizing the benzannulation reaction of a Fischer carbene complex and an alkyne
Su, Jing,Wulff, William D.,Ball, Richard G.
, p. 8440 - 8447 (1998)
The synthesis of the 2-bromoanthracyclinone 3 containing the tetracyclic core of menogaril is achieved with a strategy that is formulated around the benzannulation reaction of a Fischer carbone complex and an alkyne. This benzannulation requires a 2,5-dimethoxyphenyl carbene complex that bears an additional functional group at the 4-position that is the nascent 2-bromo substituent in 3. The evaluation of 4-bromo- and 4-trimethysilyl-substituted complexes with 1-pentyne revealed that the benzannulation was more efficient with the silyl complex. The synthesis of 3 is achieved with methoxy and acetoxy substituents at the C-9 position, which begins with the methoxy- and benzyloxy-substituted alkynes 14 and 30 that contain the A ring of the menogaril core. The closure of the last ring is accomplished by a Friedel- Crafts reaction on an in situ generated acid chloride. Adjustment of the oxidation states of the B and C rings failed according to procedures that had been developed in model studies. This was accomplished in an unexpected fashion with novel bromination reactions that occurred at a benzylic position with the C-9 methoxyl derivative and alpha to a ketone in the C-9 acetoxy derivative.
Helical nanofibers from aqueous self-assembly of an oligo(p-phenylene)- based molecular dumbbell
Bae, Jinyoung,Choi, Jin-Ho,Yoo, Yong-Sik,Oh, Nam-Keun,Kim, Byung-Sun,Lee, Myongsoo
, p. 9668 - 9669 (2007/10/03)
We have synthesized an amphiphilic dumbbell-shaped molecule consisting of dodeca-p-phenylene and aliphatic polyether dendrons as flexible end groups. The molecular dumbbell in aqueous solution self-assembles into well-defined left-handed helical cylinders
Self-assembling molecular trees containing Octa-p-phenylene: From nanocrystals to nanocapsules
Yoo, Yong-Sik,Choi, Jin-Ho,Song, Ji-Ho,Oh, Nam-Keun,Zin, Wang-Cheol,Park, Soojin,Chang, Taihyun,Lee, Myongsoo
, p. 6294 - 6300 (2007/10/03)
Tree-shaped molecules consisting of octa-p-phenylene as a stem segment and oligoether dendrons as a flexible head were synthesized and characterized. The molecular tree based on a small flexible head self-assembles into a lamellar structure, whereas the m
