Services on Demand
Journal
Article
English (pdf)
Article in xml format
Article references
Automatic translation
Send this article by e-mailIndicators
Cited by SciELO 
Access statistics
Related links
Similars in
SciELO 
uBio
Share
Permalink
Revista Boliviana de Química
On-line version ISSN 0250-5460
Abstract
BRAVO, José A. and VILA, José L. Obtaining of alkenes by reductive coupling of carbonylic compounds; synthesis of Z,E-6-dodecene, syntheses of flexibilene and isocaryophyllene, mechanistic views; the organic chemistry notebook, N ° 14. Rev. Bol. Quim [online]. 2018, vol.35, n.3, pp.73-84. ISSN 0250-5460.
Abstract The Organic Chemistry Notebook Series, a Didactical Approach, is the series designed with educational purposes in the organic synthesis field. With the present paper we add to a total of fourteen contributions so far in the series. This series of studies is designed to help students when getting started in the synthesis subject. The method of learning includes many fully and explicitly designed reactions step by step. The best manner to understand a synthesis is by means of graphical views which have been proposed by the authors of the series, and when they are accompanied in most of the cases by illustrative comments by the authors that describe de graphical mechanistic proposals and add some criteria deduced from the different mechanistic steps. We have taken a series of reactions compiled by W. Carruthers in 'Some modern methods of organic synthesis', and we have proposed didactical and mechanistic views for them. This theme is included in the chapter "Formation of carbon-carbon double bonds" in the mentioned text. Carbonyl compounds can be reduced until alkenes by reductive dimerization, this is the so called Intermolecular Carbonyl Coupling InterMolCC. For aldehydes and ketones is feasible the obtaining of alkenes on reductive dimerization by using a reductive agent based on Ti(III) 3C1- and LiAlH4 or Zn(Cu) or active metallic Ti. The InterMolCC also includes the Intermolecular Mixed Carbonyl Coupling InterMolMCC. Also, we described in a mechanistic manner what has been exposed by diverse other authors with regard to a variant of InterMolMCC, the Intramolecular Mixed (or not) Carbonyl Coupling IntraMolMCC.
Keywords : Organic Chemistry; Alkenes, Reductive coupling; Carbonyl; Aldehyde; Ketone; Flexibilene; Z,E-6-dodecene; Isocaryophyllene; Mechanisms of Reactions; J.E. McMurry; W. Carruthers.
