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Titolo:
STRUCTURAL AND CONFORMATIONAL-ANALYSIS OF 2-TRIPHENYLPHOSPHOR-ANYLIDENE SUCCINIC ACID-DERIVATIVES BY H-1, C-13 AND P-31 ONE-DIMENSIONAL AND2-DIMENSIONAL NMR-SPECTROSCOPY AND MOLECULAR MODELING
Autore:
BACALOGLU R; BLASKO A; BUNTON CA; CERICHELLI G; CASTANEDA F; RIVERA E;
Indirizzi:
UNIV CALIF SANTA BARBARA,DEPT CHEM SANTA BARBARA CA 93106 UNIV CALIF SANTA BARBARA,DEPT CHEM SANTA BARBARA CA 93106 UNIV CHILE,FAC CHEM & PHARMACEUT SCI,DEPT CHEM SANTIAGO CHILE
Titolo Testata:
Perkin transactions. 2
fascicolo: 5, , anno: 1995,
pagine: 965 - 972
SICI:
0300-9580(1995):5<965:SACO2>2.0.ZU;2-I
Fonte:
ISI
Lingua:
ENG
Soggetto:
WITTIG REACTION;
Tipo documento:
Article
Natura:
Periodico
Settore Disciplinare:
Science Citation Index Expanded
Science Citation Index Expanded
Citazioni:
32
Recensione:
Indirizzi per estratti:
Citazione:
R. Bacaloglu et al., "STRUCTURAL AND CONFORMATIONAL-ANALYSIS OF 2-TRIPHENYLPHOSPHOR-ANYLIDENE SUCCINIC ACID-DERIVATIVES BY H-1, C-13 AND P-31 ONE-DIMENSIONAL AND2-DIMENSIONAL NMR-SPECTROSCOPY AND MOLECULAR MODELING", Perkin transactions. 2, (5), 1995, pp. 965-972

Abstract

The structure and conformation of 2-triphenylphosphoranylidenesuccinic acid derivatives have been studied by H-1, C-13 and P-31 NMR spectroscopy, in various solvents and at variable temperatures. In 2-triphenylphosphoranylidenesuccinic anhydride (1) the conformation is constrained but in the corresponding monoethyl (2) and the diethyl (3) esters there is an anticlinal relationship between the phosphorus and hydrogens on C-3 and signals of Z and E isomers were observed with the diethylester 3 in solvent-dependent ratios based on H-1, C-13 and P-31 resonances. Similar results were obtained with the diethyl ester of the 3-methyl derivative 4. Protonation (deuteronation) of 2 and 3 changes their conformation and P-H couplings. The NMR evidence on conformations:of the phosphoranylidenesuccinic acid esters is consistent with T-1 relaxation times and results of molecular modelling.

ASDD Area Sistemi Dipartimentali e Documentali, Università di Bologna, Catalogo delle riviste ed altri periodici
Documento generato il 04/12/20 alle ore 21:50:50