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Electrophilic Reactivity of the (Phenyl)Cr(CO)3-Substituted α-Propargyl Cation

✍ Scribed by Astrid Netz; Thomas J.J.

Book ID
104202730
Publisher
Elsevier Science
Year
2000
Tongue
French
Weight
123 KB
Volume
56
Category
Article
ISSN
0040-4020

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✦ Synopsis

AbstractÐThe reactivity of the (phenyl)Cr(CO) 3 -substituted a-propargyl cation 2 was quanti®ed by measuring the kinetics of nucleophilic trapping reactions. In comparison to related dicobalthexacarbonyl alkynyl substituted carbenium ions the electrophilicity E of 2 is by 2.5 orders of magnitude larger and, thus, this species is more reactive.

📜 SIMILAR VOLUMES

SN1 reactions with planar chiral (arene)
SN1 reactions with planar chiral (arene)Cr(CO)3-substituted α-propargyl cations - regio- and diastereoselective additions to novel ambident electrophiles
✍ Thomas J.J. Müller; Astrid Netz 📂 Article 📅 1999 🏛 Elsevier Science 🌐 French ⚖ 219 KB

Planar chiral ortho substituted (arene)Cr(CO)3-stabilized ct-propargylic cations 4 react in a SN1 fashion with sulfur, nitrogen and 7~-nucleophiles to give regioselectively the corresponding propargyl derivatives 5 in good yields and excellent diastereoselectivities (d.r. > 9: I).