Synthesis of rigid polyaromatic dialdehydes

被引:7
作者
Kozáková, M [1 ]
Budesínsky, M [1 ]
Hodacová, J [1 ]
机构
[1] Acad Sci Czech Republ, Inst Organ Chem & Biochem, Prague, Czech Republic
关键词
rigid dialdehydes; Suzuki-Miyaura cross-coupling; terphenyl derivatives;
D O I
10.1081/SCC-200048397
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Rigid polyaromatic dialdehydes: biphenyl-4,4'-dialdehyde and its longer analogues have been synthesized in high yields by using the Suzuki-Miyaura cross-coupling reaction. In addition, a novel procedure for a gram-scale preparation of biphenyl-4,4'-dicarbaldehyde from commercially available 4,4'-bis(chloromethyl)biphenyl has been developed.
引用
收藏
页码:161 / 167
页数:7
相关论文
共 22 条
[1]   COUPLING OF ARYL CHLORIDES BY NICKEL AND REDUCING METALS [J].
COLON, I ;
KELSEY, DR .
JOURNAL OF ORGANIC CHEMISTRY, 1986, 51 (14) :2627-2637
[2]   PARA-TERPHENYLDERIVATE [J].
DREFAHL, G ;
THALMANN, K .
JOURNAL FUR PRAKTISCHE CHEMIE, 1963, 20 (1-2) :56-61
[3]   ELECTRON-TRANSFER IN BIS-PORPHYRIN DONOR-ACCEPTOR COMPOUNDS WITH POLYPHENYLENE SPACERS SHOWS A WEAK DISTANCE DEPENDENCE [J].
HELMS, A ;
HEILER, D ;
MCLENDON, G .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1992, 114 (15) :6227-6238
[4]   Studies on hydrogen cyanide. Part VII. Aldehydes from aromatic hydrocarbons. [J].
Hinkel, LE ;
Ayling, EE ;
Beynon, JH .
JOURNAL OF THE CHEMICAL SOCIETY, 1936, :339-346
[5]   UBER PYROMELLITSAURE- UND CUMIDINSAURE-DERIVATE .5. [J].
HOPFF, H ;
MANUKIAN, BK ;
DOSWALD, P .
HELVETICA CHIMICA ACTA, 1961, 44 (05) :1231-&
[6]   The coupling of aryl halides in the ionic liquid [bmim]PF6 [J].
Howarth, J ;
James, P ;
Dai, JF .
TETRAHEDRON LETTERS, 2000, 41 (52) :10319-10321
[7]   HOMOCOUPLING OF ARYL HALIDES USING NICKEL(II) COMPLEX AND ZINC IN THE PRESENCE OF ET4NI - AN EFFICIENT METHOD FOR THE SYNTHESIS OF BIARYLS AND BIPYRIDINES [J].
IYODA, M ;
OTSUKA, H ;
SATO, K ;
NISATO, N ;
ODA, M .
BULLETIN OF THE CHEMICAL SOCIETY OF JAPAN, 1990, 63 (01) :80-87
[8]   Palladium-catalyzed tetrakis(dimethylamino)ethylene-promoted reductive coupling of aryl halides [J].
Kuroboshi, M ;
Waki, Y ;
Tanaka, H .
JOURNAL OF ORGANIC CHEMISTRY, 2003, 68 (10) :3938-3942
[9]   The use of Ni(CO)2(PPh3)2 in aryl and pyridyl coupling reactions [J].
Leadbeater, NE ;
Resouly, SM .
TETRAHEDRON LETTERS, 1999, 40 (22) :4243-4246
[10]   PALLADIUM-CATALYZED CROSS-COUPLING REACTIONS OF ORGANOBORON COMPOUNDS [J].
MIYAURA, N ;
SUZUKI, A .
CHEMICAL REVIEWS, 1995, 95 (07) :2457-2483