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Molecules, Volume 7, Issue 11 (November 2002), Pages 777-853

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Research

Open AccessArticle A Synthesis of 6-(2,5-Dimethoxy-4-(2-aminopropyl)phenyl)-hexylthiol. A Ligand for Conjugation with Fluorescent Cadmium Selenide/Zinc Sulfide Core/Shell Nanocrystals and Biological Imaging
Molecules 2002, 7(11), 777-790; doi:10.3390/71100777
Received: 13 July 2002 / Revised: 27 November 2002 / Accepted: 27 November 2002 / Published: 30 November 2002
Cited by 8 | PDF Full-text (281 KB) | HTML Full-text | XML Full-text
Abstract
The synthesis of 6-(2,5-dimethoxy-4-(2-aminopropyl)phenyl)hexylthiol, an agonist with a very high affinity for the 5HT2A serotonin receptor subtype is reported. This agonist was designed to be attached to highly fluorescent cadmium selenide/zinc sulfide core/shells via a thiol at the end of a linker
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The synthesis of 6-(2,5-dimethoxy-4-(2-aminopropyl)phenyl)hexylthiol, an agonist with a very high affinity for the 5HT2A serotonin receptor subtype is reported. This agonist was designed to be attached to highly fluorescent cadmium selenide/zinc sulfide core/shells via a thiol at the end of a linker arm. This conjugate has applications in biological assays and biological imaging. Full article
Open AccessArticle Synthesis and Characterization of some New Mesoionic 1,3-Thiazolium-5-thiolates via Cyclodehydration and in situ 1,3-Dipolar Cycloaddition/Cycloreversion
Molecules 2002, 7(11), 791-800; doi:10.3390/71100791
Received: 25 February 2002 / Revised: 11 November 2002 / Accepted: 14 November 2002 / Published: 30 November 2002
Cited by 6 | PDF Full-text (111 KB) | HTML Full-text | XML Full-text
Abstract
The title compounds were synthesized from C-aryl-N-methylglycines by Naroylation followed by a cyclodehydration to form the corresponding 1,3-oxazolium-5-olates. These were not isolated but converted to the title compounds by an in situ 1,3-dipolar cycloaddition/cycloreversion sequence using carbon disulphide. We have studied the cyclodehydration
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The title compounds were synthesized from C-aryl-N-methylglycines by Naroylation followed by a cyclodehydration to form the corresponding 1,3-oxazolium-5-olates. These were not isolated but converted to the title compounds by an in situ 1,3-dipolar cycloaddition/cycloreversion sequence using carbon disulphide. We have studied the cyclodehydration step using acetic anhydride, trifluoroacetic anhydride and 1,3-dicyclohexylcarbodiimide (DCC) at temperatures not exceding 60oC. Trifluroacetic anhydride proved to be the best reagent, giving a better yield and more easily purified products, although yields were also acceptable with the other two reagents. Full article
Open AccessArticle Isolation and Characterization of Silyl Enol Ether Intermediates in the Synthesis of 5,6,9,10–Tetrahydro-7,8-benzocyclooctenedione
Molecules 2002, 7(11), 801-805; doi:10.3390/71100801
Received: 23 June 2001 / Revised: 13 November 2002 / Accepted: 13 November 2002 / Published: 30 November 2002
PDF Full-text (34 KB) | HTML Full-text | XML Full-text
Abstract The 5,6,9,10-tetrahydro-7,8-benzocyclooctenedione 4 has been synthesized through fragmentation of a bicyclo[4.2.0]octane system using an acyloin reaction on the trans-2,3-dicarboethoxy-1,2,3,4-tetrahydronaphthalene 1 in the presence of trimethylchlorosilane (TMCS). The two intermediates of this reaction, bis(trimethylsiloxy) derivatives 2 and 3, have been isolated and characterized. Full article
Open AccessArticle Easy Preparation of (Diacetoxyiodo)arenes from Iodoarenes with Sodium Percarbonate as the Oxidant
Molecules 2002, 7(11), 806-809; doi:10.3390/71100806
Received: 15 October 2002 / Revised: 18 October 2002 / Accepted: 18 October 2002 / Published: 30 November 2002
Cited by 10 | PDF Full-text (68 KB) | HTML Full-text | XML Full-text
Abstract
Easy and effective preparations of nearly pure (diacetoxyiodo)arenes, ArI(OAc)2, from iodoarenes, ArI, are reported. In most cases the crude colorless products thus obtained need not be further purified, i.e., by recrystallization. As an example, the PhI(OAc)2 thus prepared was 99%
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Easy and effective preparations of nearly pure (diacetoxyiodo)arenes, ArI(OAc)2, from iodoarenes, ArI, are reported. In most cases the crude colorless products thus obtained need not be further purified, i.e., by recrystallization. As an example, the PhI(OAc)2 thus prepared was 99% pure (by iodometry). Full article
Open AccessArticle Easy Preparation of [Bis(trifluoroacetoxy)iodo]arenes from Iodoarenes, with Sodium Percarbonate as the Oxidant
Molecules 2002, 7(11), 810-812; doi:10.3390/71100810
Received: 15 October 2002 / Revised: 21 October 2002 / Accepted: 21 October 2002 / Published: 30 November 2002
Cited by 1 | PDF Full-text (17 KB) | HTML Full-text | XML Full-text
Abstract Easy and effective preparations of the nearly pure [bis(trifluoroacetoxy)-iodo]arenes, ArI(OCOCF)3, from some iodoarenes, ArI, are reported, using an anhydrous sodium percarbonate/(CF3CO)2O/CH2Cl2 system. The colorless, freshly prepared ArI(OCOCF3)2 thus obtained were 98-99% pure (by iodometry). Full article
Open AccessArticle Nα-Urocanylhistamine: A Natural Histamine Derivative
Molecules 2002, 7(11), 813-816; doi:10.3390/71100813
Received: 22 October 2002 / Revised: 2 December 2002 / Accepted: 2 December 2002 / Published: 2 December 2002
Cited by 2 | PDF Full-text (34 KB) | HTML Full-text | XML Full-text
Abstract Nα-Urocanylhistamine and two related compounds were synthesized by using PyBOP coupling protocols. These compounds represent naturally occurring histamine derivatives. Full article
Open AccessArticle Phytoalexin Accumulation in Colombian Bean Varieties and Aminosugars as Elicitors
Molecules 2002, 7(11), 817-832; doi:10.3390/71100817
Received: 1 September 2002 / Revised: 15 November 2002 / Accepted: 22 November 2002 / Published: 30 November 2002
Cited by 16 | PDF Full-text (175 KB) | HTML Full-text | XML Full-text
Abstract
The accumulation of isoflavonoid phytoalexins was studied in several Colombian bean cultivars resistant and susceptible to Colletotrichum lindemuthianum fungus, the causal agent of anthrachnose disease. A time-course accumulation analysis on seedlings treated with CuCl2 showed that phaseollin production was higher in resistant
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The accumulation of isoflavonoid phytoalexins was studied in several Colombian bean cultivars resistant and susceptible to Colletotrichum lindemuthianum fungus, the causal agent of anthrachnose disease. A time-course accumulation analysis on seedlings treated with CuCl2 showed that phaseollin production was higher in resistant cultivars than in susceptible ones. Also, a defensive role of phytoalexins was demostrated when extracts containing this pterocarpan exhibited antifungal activity against C. lindemuthianum. In addition, the elicitor activity of some aminosugars was also established. Full article
Open AccessArticle Dual Substituent Parameter Modeling of Theoretical, NMR and IR Spectral Data of 5-Substituted Indole-2,3-diones
Molecules 2002, 7(11), 833-839; doi:10.3390/71100833
Received: 20 May 2002 / Revised: 5 November 2002 / Accepted: 27 November 2002 / Published: 30 November 2002
Cited by 7 | PDF Full-text (83 KB) | HTML Full-text | XML Full-text
Abstract
Correlations of AM1 and PM3 theoretical data, 13C-NMR substituent chemical shifts (13C-SCS) and IR carbonyl group wave numbers [ν(C3═O)] were studied using dual substituent parameter (DSP) models for 5-substituted indole-2,3-diones. For the C7 atom a reverse substituent
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Correlations of AM1 and PM3 theoretical data, 13C-NMR substituent chemical shifts (13C-SCS) and IR carbonyl group wave numbers [ν(C3═O)] were studied using dual substituent parameter (DSP) models for 5-substituted indole-2,3-diones. For the C7 atom a reverse substituent effect attributed to extended π-polarization was observed. On the other hand, the DSP approaches for the C3 atom showed normal substituent effects with some contribution of reverse effect supported strongly by 13C-SCS correlations. In the ν(C3═O) and p(C3═O) DSP correlations the field effect contribution predominates over the resonance effect, which justifies the using of earlier suggested vibrational coupling (V-C) model for 5- and 6-substituted indole-2,3-diones. Full article
Open AccessArticle First Example of Direct Transformation of Alkylbenzenes to 1,3-Benzodioxoles by Oxidation with o-Chloranil
Molecules 2002, 7(11), 840-847; doi:10.3390/71100840
Received: 23 March 2002 / Revised: 5 November 2002 / Accepted: 7 November 2002 / Published: 30 November 2002
Cited by 2 | PDF Full-text (80 KB) | HTML Full-text | XML Full-text
Abstract The reaction of alkyl-substituted benzenes with o-chloranil at an elevated temperature was found to give 4,5,6,7-tetrachloro-1,3-benzodioxoles via benzylic oxidation and subsequent acetal formation, albeit in poor yields. Full article
Open AccessArticle Structural Representation of Organometallics and Coordination Compounds and a Recommended Representation by Use of Dashed Lines
Molecules 2002, 7(11), 848-853; doi:10.3390/71100848
Received: 1 October 2002 / Accepted: 18 November 2002 / Published: 1 December 2002
Cited by 2 | PDF Full-text (34 KB) | HTML Full-text | XML Full-text
Abstract
By using broken lines to represent coordination interactions in organometallic and other coordinated compounds, we can draw structures satisfying the valencies of the atoms present. These broken lines should be used to replace many false single covalent bonds now used to depict organometallic
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By using broken lines to represent coordination interactions in organometallic and other coordinated compounds, we can draw structures satisfying the valencies of the atoms present. These broken lines should be used to replace many false single covalent bonds now used to depict organometallic and coordinated compounds. Chemical drawing software should not recognize such broken lines as single covalent bonds and they should be ignored. An example of confusing and erroneous structural representation of organometallics and coordination compounds is discussed. Full article

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