Premium
Inside Back Cover: Methyltriphenylphosphonium Methylcarbonate, an All‐In‐One Wittig Vinylation Reagent (ChemSusChem 23/2015)
Author(s) -
Cattelan Lisa,
Noè Marco,
Selva Maurizio,
Demitri Nicola,
Perosa Alvise
Publication year - 2015
Publication title -
chemsuschem
Language(s) - English
Resource type - Reports
SCImago Journal Rank - 2.412
H-Index - 157
eISSN - 1864-564X
pISSN - 1864-5631
DOI - 10.1002/cssc.201501549
Subject(s) - wittig reaction , reagent , phosphonium , aldehyde , phosphonium salt , chemistry , solvent , ketone , salt (chemistry) , organic chemistry , green chemistry , reactivity (psychology) , halide , combinatorial chemistry , reaction mechanism , catalysis , medicine , alternative medicine , pathology
The Inside Back Cover picture shows the concept of a simplified vinylation protocol. A new all‐in‐one Wittig reagent was developed. Mixed with an aldehyde or a ketone, this phosphonium salt yields the corresponding vinyl derivatives very efficiently simply upon heating in a solvent (no base, no halides, and no inorganic byproducts). Deuterium exchange experiments allowed the synthesis of deuterated olefins and, coupled to XRD studies, explanation of the nature and reactivity of this reagent. Simple green metrics indicate that this phosphonium salt is more efficient for vinylation than existing reagents. More details can be found in the Communication by L. Cattelan et al. on page 3963 in Issue 23, 2015 (DOI: 10.1002/cssc.201500935).