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Titolo:
Diastereoselective formation of a new palladacycle and organic compounds derived from vinylcarbenoids as side products in the synthesis of 5-pallada-trans-tricyclo[4.1.0.0(2,4)]heptanes from acceptor-substituted cyclopropenes
Autore:
Hashmi, ASK; Grundl, MA; Bats, JW;
Indirizzi:
Univ Frankfurt, Inst Organ Chem, D-60439 Frankfurt, Germany Univ Frankfurt Frankfurt Germany D-60439 hem, D-60439 Frankfurt, Germany
Titolo Testata:
ORGANOMETALLICS
fascicolo: 21, volume: 19, anno: 2000,
pagine: 4217 - 4222
SICI:
0276-7333(20001016)19:21<4217:DFOANP>2.0.ZU;2-J
Fonte:
ISI
Lingua:
ENG
Soggetto:
EFFICIENT CATALYST PRECURSORS; CARBON CARBON BOND; PALLADIUM(II) COMPLEXES; IRIDIUM(I) COMPLEXES; MOLECULAR-STRUCTURES; LIGANDS; METAL; ALKYNES; 3,3-DIMETHYLCYCLOPROPENE; 3,3-DIPHENYLCYCLOPROPENE;
Tipo documento:
Article
Natura:
Periodico
Settore Disciplinare:
Physical, Chemical & Earth Sciences
Citazioni:
64
Recensione:
Indirizzi per estratti:
Indirizzo: Hashmi, ASK Univ Frankfurt, Inst Organ Chem, Marie Curie Str 11, D-60439 Frankfurt, Germany Univ Frankfurt Marie Curie Str 11 Frankfurt Germany D-60439 y
Citazione:
A.S.K. Hashmi et al., "Diastereoselective formation of a new palladacycle and organic compounds derived from vinylcarbenoids as side products in the synthesis of 5-pallada-trans-tricyclo[4.1.0.0(2,4)]heptanes from acceptor-substituted cyclopropenes", ORGANOMETAL, 19(21), 2000, pp. 4217-4222

Abstract

When a large excess of dimethyl 3,3;dimethylcyclopropene-1,2-dicarboxylatewas used in a reaction with Pd-2(dba)(3). CHCl3, only reduced yields of tetramethyl 3,3,7,7-tetramethyl-5-pallada-trans-tricyclo[4. 1.0.0(2,4)]heptane-1,2,4,6-tetracarboxylate were obtained. One side product was the new palladacyle dimethyl 3-(3,4-bis(methoxycarbonyl)-5,5-dimethyl furan-2-ylidene)-1,1,4,4-tetramethyl-6-oxohydro-5-oxa-2-palladacyclopropa[c]pentalene 1a,3a-dicarboxylate; its structure was proven by a crystal structure analysis of the bpy complex. The other side products are the 1,3,5-triene methyl (Z)-2-isopropylidene-3,4,5-tris-(methoxycarbonyl)-6-methylhepta-3,5-dienecarboxylate (14), the allyl alcohol dimethyl (Z)-2-(1-hydroxy-1-methylethyl)but-2-enedica (15), the 1,3-diene dimethyl (Z)-2-isopropenylbut-2-enedicarboxylate(16), and the allyl ether dimethyl 2-isopropylidene-3-methoxysuccinate (17). The formation of most of these side products is interpreted as the reaction of a vinyl carbenoid species with O-nucleophiles.

ASDD Area Sistemi Dipartimentali e Documentali, Università di Bologna, Catalogo delle riviste ed altri periodici
Documento generato il 05/12/20 alle ore 10:35:10