Electrospray ionization mass spectrometry detection of intermediates in the palladium-catalyzed oxidative self-coupling of areneboronic acids

被引：99

作者：

Aramendía, MA ^{[1
]}

Lafont, F

Moreno-Mañas, M

Pleixats, R

Roglans, A

机构：

[1] Univ Cordoba, Mass Spectrometry Serv, Cordoba, Spain

[2] Univ Cordoba, Dept Organ Chem, Cordoba, Spain

[3] Univ Autonoma Barcelona, Dept Chem, E-08193 Barcelona, Spain

来源：

JOURNAL OF ORGANIC CHEMISTRY | 1999年 / 64卷 / 10期

关键词：

D O I：

10.1021/jo982210o

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Several intermediates of the oxidative coupling of areneboronic acids to afford biaryls have been identified by electrospray ionization mass spectrometry. Knowledge has been gained about the steps occurring after the biaryl formation and leading to the recovery of the catalytic species.

引用

页码：3592 / 3594

页数：3

共 13 条

[1] OBSERVATION OF CATALYTIC INTERMEDIATES IN THE SUZUKI REACTION BY ELECTROSPRAY MASS-SPECTROMETRY
ALIPRANTIS, AO
CANARY, JW
[J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1994, 116 (15) : 6985 - 6986
[2] Characterization of reactive intermediates in palladium-catalyzed arylation of methyl acrylate (Heck reaction)
Brown, JM
Hii, KK
[J]. ANGEWANDTE CHEMIE-INTERNATIONAL EDITION IN ENGLISH, 1996, 35 (06): : 657 - 659
[3] Platinum(II)- and palladium(II)-amide complexes [M{NC(O)CH2CH2}(2)L(2)] derived from 2-azetidinone (beta-propiolactam); A synthetic, electrospray mass spectrometric and X-ray crystallographic study
Henderson, W
Sabat, M
[J]. POLYHEDRON, 1997, 16 (10) : 1663 - 1677
[4] Intermediates in the intermolecular, asymmetric Heck arylation of dihydrofurans
Hii, KK
Claridge, TDW
Brown, JM
[J]. ANGEWANDTE CHEMIE-INTERNATIONAL EDITION IN ENGLISH, 1997, 36 (09): : 984 - 987
[5] Miyaura N., 1987, MAIN GROUP MET CHEM, V10, P295
[6] Palladium-catalyzed Suzuki-type self-coupling of arylboronic acids. A mechanistic study
MorenoManas, M
Perez, M
Pleixats, R
[J]. JOURNAL OF ORGANIC CHEMISTRY, 1996, 61 (07) : 2346 - 2351
[7] Controlled double-bond migration in palladium-catalyzed intramolecular arylation of enamidines
Ripa, L
Hallberg, A
[J]. JOURNAL OF ORGANIC CHEMISTRY, 1996, 61 (20) : 7147 - 7155
[8] Smith KA, 1997, SYNLETT, P131
[9] REGIOSPECIFIC SYNTHESIS OF FURAN-3,4-DIYL OLIGOMERS VIA PALLADIUM-CATALYZED SELF-COUPLING OF ORGANOBOROXINES
SONG, ZZ
WONG, HNC
[J]. JOURNAL OF ORGANIC CHEMISTRY, 1994, 59 (01) : 33 - 41
[10] Direct observation of C-O reductive elimination from palladium aryl alkoxide complexes to form aryl ethers
Widenhoefer, RA
Zhong, HA
Buchwald, SL
[J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1997, 119 (29) : 6787 - 6795

← 1 2 →