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Molecules, Volume 7, Issue 5 (May 2002), Pages 412-468

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Research

Open AccessArticle Microwave Assisted Regioselective Bromomethoxylation of Alkenes Using Polymer Supported Bromine Resins
Molecules 2002, 7(5), 412-419; doi:10.3390/70500412
Received: 6 March 2002 / Revised: 30 April 2002 / Accepted: 30 April 2002 / Published: 31 May 2002
Cited by 1 | PDF Full-text (161 KB) | HTML Full-text | XML Full-text
Abstract A facile regio- and chemoselective bromomethoxylation of alkenes under microwave irradiation conditions employing a new polymer supported brominechloride resin is reported. The resin is prepared from the commercially available chloride resin by a simple one step procedure. Full article
Open AccessArticle Regio- and Stereoselective [2+2] Photodimerization of 3-Substituted 2-Alkoxy-2-oxo-2H-1,2-benzoxaphosphorines
Molecules 2002, 7(5), 420-432; doi:10.3390/70500420
Received: 10 July 2001 / Revised: 10 April 2002 / Accepted: 12 April 2002 / Published: 31 May 2002
Cited by 17 | PDF Full-text (197 KB) | HTML Full-text | XML Full-text
Abstract
Diethyl 1,2-benzoxaphosphorine-3-carboxylates 5 undergo a regio- and stereoselective [2+2] photodimerization reaction in methanol solution under the action of sunlight, giving in all cases the corresponding anti head-to-tail dimers 6 and 7. Concerning the stereogenic P atom, the photodimerization is also stereoselective, and [...] Read more.
Diethyl 1,2-benzoxaphosphorine-3-carboxylates 5 undergo a regio- and stereoselective [2+2] photodimerization reaction in methanol solution under the action of sunlight, giving in all cases the corresponding anti head-to-tail dimers 6 and 7. Concerning the stereogenic P atom, the photodimerization is also stereoselective, and the centrosymmetric stereoisomer 6 predominates over the non symmetric P-epimer 7. Full article
Open AccessArticle A New Palladium-Catalyzed Phenyl-Alkene Bond Formation
Molecules 2002, 7(5), 433-436; doi:10.3390/70500433
Received: 27 March 2002 / Revised: 9 May 2002 / Accepted: 10 May 2002 / Published: 31 May 2002
Cited by 3 | PDF Full-text (27 KB) | HTML Full-text | XML Full-text
Abstract A new method of palladium-catalyzed phenyl-alkene bond formation is reported. This reaction involves transfer of all three phenyl groups from triphenylantimony onto alkenes containing allylic protons. Full article
Open AccessArticle Synthesis, Crystal Structure, and Conformation of Methyl 5-Oacetyl-5-cyano-6-deoxy-2,3-O-isopropylidene-β-L-gulofuranoside
Molecules 2002, 7(5), 437-446; doi:10.3390/70500437
Received: 14 November 2001 / Revised: 13 May 2002 / Accepted: 13 May 2002 / Published: 31 May 2002
Cited by 2 | PDF Full-text (345 KB)
Abstract Methyl 5-O-acetyl-5-cyano-6-deoxy-2,3-O-isopropylidene-β-L-gulofuranoside was prepared in high yield from methyl 6-deoxy-2,3-O-isopropylidene-α-D-lyxopentodialdo-1,4-furanoside. The configuration at the C5 atom was unambiguosly established by single crystal X-ray analysis of the corresponding 5-O-acetyl derivative. The conformation of the furanose and 1,3-dioxolane rings is also discussed. Full article
Open AccessArticle Synthesis of “Acetylene-Expanded” Tridentate Ligands
Molecules 2002, 7(5), 447-455; doi:10.3390/70500447
Received: 16 January 2002 / Revised: 14 May 2002 / Accepted: 15 May 2002 / Published: 31 May 2002
Cited by 6 | PDF Full-text (77 KB) | HTML Full-text | XML Full-text
Abstract
Synthetic routes to four new tridentate ligands with large cavities have been developed. Each ligand features two halides at the termini of the molecules that could be used for further elaboration of the system. Such compounds are ideal for encapsulating organoiodide guests [...] Read more.
Synthetic routes to four new tridentate ligands with large cavities have been developed. Each ligand features two halides at the termini of the molecules that could be used for further elaboration of the system. Such compounds are ideal for encapsulating organoiodide guests using charge-transfer interactions. Full article
Open AccessArticle Niobium Pentachloride Activation of Enone Derivatives: Diels-Alder and Conjugate Addition Products
Molecules 2002, 7(5), 456-464; doi:10.3390/70500456
Received: 19 March 2002 / Revised: 15 May 2002 / Accepted: 17 May 2002 / Published: 31 May 2002
Cited by 12 | PDF Full-text (45 KB) | HTML Full-text | XML Full-text
Abstract
Niobium pentachloride has proven to be a powerful activating agent for Diels-Alder or conjugate addition reactions of cycloenones. The Diels-Alder product was obtained only with an unsubstituted enone (cyclohexenone) and the highly reactive diene cyclopentadiene; substituents in the b-position of enones seem [...] Read more.
Niobium pentachloride has proven to be a powerful activating agent for Diels-Alder or conjugate addition reactions of cycloenones. The Diels-Alder product was obtained only with an unsubstituted enone (cyclohexenone) and the highly reactive diene cyclopentadiene; substituents in the b-position of enones seem to prevent Diels-Alder reaction: oxygenated substituents favor the formation of vinyl chlorides (ethyl ether or dichloromethane as solvents) or enol ethers (ethyl acetate as solvent), while a methyl substituent prevents any kind of transformation with NbCl5. Less reactive dienes, furan and 2-methylfuran gave the conjugate addition products of the furan ring to the enone system. Full article
Open AccessArticle Microwave Assisted Facile Cleavage of 2,4-Dinitrophenylhydrazones to the Corresponding Carbonyl Compounds with N,N′-Dibromo-N,N′-1,2-ethanediylbis(p-toluenesulphonamide)
Molecules 2002, 7(5), 465-468; doi:10.3390/70500465
Received: 14 October 2001 / Accepted: 25 May 2002 / Published: 31 May 2002
Cited by 1 | PDF Full-text (66 KB) | HTML Full-text | XML Full-text
Abstract Deprotections of 2,4-dinitrophenylhydrazones to their corresponding carbonyl compounds have been carried out in good yields by using N,N′-dibromo-N,N′-1,2-ethanediylbis(p-toluenesulphonamide) (BNBTS, 2) under microwave irradiation. Full article

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