Asymmetric Synthesis and Photophysical Properties of Benzopyrano- or Naphthopyrano-Fused Helical Phosphafluorenes

被引:91
作者
Fukawa, Naahiro [1 ]
Osaka, Takuya [1 ]
Noguchi, Keiichi [2 ]
Tanaka, Ken [1 ]
机构
[1] Tokyo Univ Agr & Technol, Dept Appl Chem, Grad Sch Engn, Koganei, Tokyo 1848588, Japan
[2] Tokyo Univ Agr & Technol, Instrumentat Anal Ctr, Koganei, Tokyo 1848588, Japan
关键词
CATALYZED 2+2+2 CYCLOADDITION; AXIALLY CHIRAL BIARYLS; ENANTIOSELECTIVE SYNTHESIS; FLEXIBLE SYNTHESIS; TETHERED DIYNES; ROUTE; CYCLOTRIMERIZATION; CONSTRUCTION; VERSATILE; LIGANDS;
D O I
10.1021/ol100227k
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Enantioenriched benzopyrano- and naphthopyrano-fused helical phosphafluorenes have been synthesized by the rhodium-catalyzed enantioselective double [2 + 2 + 2] cycloaddition of dialkynyl phosphorus compounds with phenol- or naphthol-linked tetraynes. Photophysical properties of these phosphafluorenes are also disclosed.
引用
收藏
页码:1324 / 1327
页数:4
相关论文
共 57 条
[51]   Recent Advances in the Synthesis of Pyridines by Transition-Metal-Catalyzed [2+2+2] Cycloaddition [J].
Varela, Jesus A. ;
Saa, Carlos .
SYNLETT, 2008, (17) :2571-2578
[52]   Enantioselective synthesis of C2-symmetric spirobipyridine ligands through cationic Rh(I)/modified-BINAP-catalyzed double [2+2+2] cycloaddition [J].
Wada, Azusa ;
Noguchi, Keiichi ;
Hirano, Masao ;
Tanaka, Ken .
ORGANIC LETTERS, 2007, 9 (07) :1295-1298
[53]   A new route to 2,2′,3,3′-tetrasubstituted binaphthyls [J].
Widhalm, Michael ;
Aichinger, Christian ;
Mereiter, Kurt .
TETRAHEDRON LETTERS, 2009, 50 (20) :2425-2429
[54]   Chiral discrimination in photochromic helicenes [J].
Wigglesworth, TJ ;
Sud, D ;
Norsten, TB ;
Lekhi, VS ;
Branda, NR .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2005, 127 (20) :7272-7273
[55]  
Witulski B, 2002, ANGEW CHEM INT EDIT, V41, P3281, DOI 10.1002/1521-3773(20020902)41:17<3281::AID-ANIE3281>3.0.CO
[56]  
2-G
[57]   Recent advances in intramolecular alkyne cyclotrimerization and its applications [J].
Yamamoto, Y .
CURRENT ORGANIC CHEMISTRY, 2005, 9 (06) :503-519