REGIOSPECIFIC SYNTHESIS OF FURAN-3,4-DIYL OLIGOMERS VIA PALLADIUM-CATALYZED SELF-COUPLING OF ORGANOBOROXINES

被引：99

作者：

SONG, ZZ ^{[1
]}

WONG, HNC ^{[1
]}

机构：

[1] CHINESE UNIV HONG KONG,DEPT CHEM,SHA TIN,HONG KONG

来源：

JOURNAL OF ORGANIC CHEMISTRY | 1994年 / 59卷 / 01期

关键词：

D O I：

10.1021/jo00080a009

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The palladium-catalyzed reaction of organoboroxines 2 and o-bis(bromomethyl)arenes 1 produced regiospecifically the cross-coupled products 3 and the corresponding dimeric bifurans 4. This method has been successfully applied to the synthesis of symmetrical, as well as unsymmetrical furan-3,4-diyl dimers, trimers, and tetramers. A furan-3,4-diyl octamer was also obtained by utilizing this method.

引用

页码：33 / 41

页数：9

共 55 条

[1] AROMATIC SUBSTITUTION OF OLEFINS .19. REACTION OF 5-MEMBERED HETEROCYCLIC AROMATIC-COMPOUNDS WITH STYRENE
ASANO, R
MORITANI, I
FUJIWARA, Y
TERANISH.S
[J]. BULLETIN OF THE CHEMICAL SOCIETY OF JAPAN, 1973, 46 (02) : 663 - 664
[2] SYNTHESIS, C-13 NMR, LAMBDA-MAX AND MMP2 CALCULATIONS OF 2 TAILOR-MADE ALPHA-CONJUGATED HEXAMETHYLSEXITHIOPHENES
BARBARELLA, G
BONGINI, A
ZAMBIANCHI, M
[J]. TETRAHEDRON, 1992, 48 (32) : 6701 - 6708
[3] BENNETAU B, 1993, SYNLETT, P171
[4] NEW SYNTHETIC ROUTES TO ELECTROCONDUCTIVE POLYMERS CONTAINING THIOPHENE UNITS
BERLIN, A
PAGANI, GA
SANNICOLO, F
[J]. JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS, 1986, (22) : 1663 - 1664
[5] CHEMISTRY OF ORTHO-XYLIDINE METAL-COMPLEXES .2. PREPARATION AND PROPERTIES OF THE ORTHO-XYLIDINE, METAL(IV) COMPLEXES - [M(CH2C6H4CH2-O) (ETA-C5H4R)2] (M = TI, ZR, HF, OR NB, R = H OR SIME3) AND [(M'(CH2C6H4CH2-O)2(OC4H8))N] (M' = TI, ZR, OR HF) - X-RAY CRYSTAL-STRUCTURES OF THE METALLAINDANES [M(CH2C6H4CH2-O)-(ETA-C5H4R)2] (R = H, M = TI, ZR, OR HF, R = SIME3, M = NB)CH
BRISTOW, GS
LAPPERT, MF
MARTIN, TR
ATWOOD, JL
HUNTER, WF
[J]. JOURNAL OF THE CHEMICAL SOCIETY-DALTON TRANSACTIONS, 1984, (03): : 399 - 413
[6] CARBON CARBON BOND FORMATION THROUGH ORGANOMETALLIC ELIMINATION-REACTIONS
BROWN, JM
COOLEY, NA
[J]. CHEMICAL REVIEWS, 1988, 88 (07) : 1031 - 1046
[7] POLYMERS FOR NONLINEAR OPTICS
BUCKLEY, A
[J]. ADVANCED MATERIALS, 1992, 4 (03) : 153 - 158
[8] Canty A. J., 1993, PLATIN MET REV, V37, P2
[9] DEVELOPMENT OF ORGANOPALLADIUM(IV) CHEMISTRY - FUNDAMENTAL-ASPECTS AND SYSTEMS FOR STUDIES OF MECHANISM IN ORGANOMETALLIC CHEMISTRY AND CATALYSIS
CANTY, AJ
[J]. ACCOUNTS OF CHEMICAL RESEARCH, 1992, 25 (02) : 83 - 90
[10] SOME PALLADIUM-CATALYZED CARBON CARBON BOND FORMATION REACTIONS
CATELLANI, M
CHIUSOLI, GP
COSTA, M
[J]. PURE AND APPLIED CHEMISTRY, 1990, 62 (04) : 623 - 630

← 1 2 3 4 5 6 →