Chemischer InformationsdienstVolume 14, Issue 12 Preparative Organic Chemistry ChemInform Abstract: 1-IODOACETYLENES. PART 2. FORMATION CONSTANTS OF THEIR COMPLEXES WITH LEWIS BASES C. LAURENCE, C. LAURENCESearch for more papers by this authorM. QUEIGNEC-CABANETOS, M. QUEIGNEC-CABANETOSSearch for more papers by this authorB. WOJTKOWIAK, B. WOJTKOWIAKSearch for more papers by this author C. LAURENCE, C. LAURENCESearch for more papers by this authorM. QUEIGNEC-CABANETOS, M. QUEIGNEC-CABANETOSSearch for more papers by this authorB. WOJTKOWIAK, B. WOJTKOWIAKSearch for more papers by this author First published: March 22, 1983 https://doi.org/10.1002/chin.198312152Read the full textAboutPDF ToolsRequest permissionExport citationAdd to favoritesTrack citation ShareShare Give accessShare full text accessShare full-text accessPlease review our Terms and Conditions of Use and check box below to share full-text version of article.I have read and accept the Wiley Online Library Terms and Conditions of UseShareable LinkUse the link below to share a full-text version of this article with your friends and colleagues. Learn more.Copy URL Share a linkShare onFacebookTwitterLinkedInRedditWechat No abstract is available for this article. Volume14, Issue12March 22, 1983 RelatedInformation
The equilibrium constants for complex formation between the substituted 1-iodoacetylènes 1–8 and the vibrational frequency shifts induced by complex formation are related to the electronic substituent constants. The 13C chemical shifts of the triple bond are also useful structural parameters for predicting the Lewis acidity of iodoalkynes.
Formation constants of the complexes of 1-iodoacetylenes (1)–(8) with Lewis bases (9)–(15) have been measured in solution by i.r. spectrophotometry. The stoicheiometry of the complexes, the influence of the solvent on the equilibrium position, the existence of linear free energy relationships in the series of iodinated Lewis acids RI, where R = I, Br, Cl, CN, and CCX, and the relation between i.r. frequency shifts and stability constants are discussed. With any electron donor, 1-iodoacetylenes form less stable complexes than those formed by iodine cyanide. With hard bases, iodocyanoacetylene (8) and ethyl iodopropiolate (7) give complexes which are, respectively, more stable than and as stable as those with iodine; however, iodine complexes with soft bases are more stable. This is rationalized, in terms of empirical acidity scales, by the necessity to correlate the thermodynamic and spectroscopic properties of the RI complexes by a double scale equation.
AbstractIR‐spektroskopisch wird ermittelt, daß die Iodacetylene I‐CEC‐X, wie I‐CN, mit Lewis‐Basen Ladungsübertragungskomplexe bilden, deren Stärke mit der Fähigkeit des elektronenziehenden Substituenten Xansteigt in der Reihenfolge ‐Pr ‐SiEt3 ‐Ph ‐I N ‐CH2Br C6H4‐ p‐NO, ‐COOEt ‐CN.
AbstractFür 39 Carbonylverbindungen (Ketone, Aldehyde, Ester, Amide, Carbonsäurehalogenide) wurde der Substituenteneinfluß auf die Basizität nach verschiedenen Methoden ermittelt, z.B. Bestimmung von ΔH° und ΔG° der Iod‐Komplexbildung.
ADVERTISEMENT RETURN TO ISSUEPREVArticleNEXTStructure-basicity relationships in carbonyl compoundsC. Laurence, G. Guiheneuf, and B. WojtkowiakCite this: J. Am. Chem. Soc. 1979, 101, 17, 4793–4801Publication Date (Print):August 1, 1979Publication History Published online1 May 2002Published inissue 1 August 1979https://pubs.acs.org/doi/10.1021/ja00511a003https://doi.org/10.1021/ja00511a003research-articleACS PublicationsRequest reuse permissionsArticle Views550Altmetric-Citations32LEARN ABOUT THESE METRICSArticle Views are the COUNTER-compliant sum of full text article downloads since November 2008 (both PDF and HTML) across all institutions and individuals. These metrics are regularly updated to reflect usage leading up to the last few days.Citations are the number of other articles citing this article, calculated by Crossref and updated daily. Find more information about Crossref citation counts.The Altmetric Attention Score is a quantitative measure of the attention that a research article has received online. Clicking on the donut icon will load a page at altmetric.com with additional details about the score and the social media presence for the given article. Find more information on the Altmetric Attention Score and how the score is calculated. Share Add toView InAdd Full Text with ReferenceAdd Description ExportRISCitationCitation and abstractCitation and referencesMore Options Share onFacebookTwitterWechatLinked InRedditEmail Other access optionsGet e-Alertsclose Get e-Alerts
AbstractEs werden die Frequenzen der OH‐Valenzschwingung von p‐Nitro‐m‐trifluonnethylphenol‐, p‐Nitro‐phenol‐ und m‐Chlor‐phenol‐Komplexen mit substituierten Benzolen ( ;z.B. Methylamino, Äthoxy, Äthyl, Phenoxy, Phenyl, Vinyl, SH als Substituenten) untersucht.
AbstractDie Acetylierung von Benzol und einiger seiner Derivate wie z.B. von Anisol (I) mit Acetanhydrid (II) in 1,2‐Dichlor‐äthan bei 30‐60°C verläuft in Gegenwart von etwa 1/100 Val Jod über Jod‐Aromat‐π‐Komplexe mit guten Ausbeuten zu Arylketonen wie (III) (65%).
