IRIS

Irradiation of 1,4-dicyanonaphthalene (DCN) and benzyl methyl ether gives the two diastereoisomeric 1-substituted 1,2-dihydronaphthalenes. A stereochemical assignment for these products, and related diastereoisomers pairs is proposed. The reaction occurs via the free radical ions and the low quantum efficiency is due to the slow deprotonation of the radical cation, with only moderate salt effect. In accordance with this scheme, the reaction with benzyl l-menthyl ether gives a low enantiomeric eccess.

The Photochemical-reaction Between 1,4-dicyanonaphthalene and Benzyl Ethers

TOMA, LUCIO;ALBINI, ANGELO
1991-01-01

Abstract

Irradiation of 1,4-dicyanonaphthalene (DCN) and benzyl methyl ether gives the two diastereoisomeric 1-substituted 1,2-dihydronaphthalenes. A stereochemical assignment for these products, and related diastereoisomers pairs is proposed. The reaction occurs via the free radical ions and the low quantum efficiency is due to the slow deprotonation of the radical cation, with only moderate salt effect. In accordance with this scheme, the reaction with benzyl l-menthyl ether gives a low enantiomeric eccess.
1991
The Organic Chemistry/Polymer Science category includes resources concerned with the related fields of organic chemistry and polymer science. The organic chemistry resources deal with compounds of carbon with the exception of certain simple ones, such as the carbon oxides, carbonates, cyanides and cyanates (see Inorganic & Nuclear Chemistry). This category includes research on synthetic and natural organic compounds that may include other elements, such as hydrogen and oxygen, but also nitrogen, halogens, sulphur and phosphorous. Resources concerned with hydrocarbons, organic compounds containing only the elements carbon and hydrogen, are also included in this category. Examples are the alkanes, alkenes, alkynes and aromatics, such as benzene and naphthalene. Polymer science includes all resources dealing with the study, production and technology of polymers, which are compounds composed of very large molecules made up of repeating molecular units (monomers). Polymers may be natural substances, such as polysaccharides or proteins, or synthetic materials, such as nylon or polyethylene.
TETRAHEDRON
sì
WOS:A1991FT53800019
Sì, ma tipo non specificato
Inglese
Internazionale
STAMPA
47
5043
5050
7
5
info:eu-repo/semantics/article
262
N., Dalessandro; M., Mella; E., Fasani; Toma, Lucio; Albini, Angelo
1 Contributo su Rivista::1.1 Articolo in rivista
none
1.1 Articolo in rivista
File in questo prodotto:
Non ci sono file associati a questo prodotto.

I documenti in IRIS sono protetti da copyright e tutti i diritti sono riservati, salvo diversa indicazione.

Utilizza questo identificativo per citare o creare un link a questo documento: https://hdl.handle.net/11571/453832
Citazioni
  • ???jsp.display-item.citation.pmc??? ND
  • Scopus ND
  • ???jsp.display-item.citation.isi??? 8
social impact