79644-37-4Relevant articles and documents
Experimental Evidence for a Phenyl Cation Intermediate in the Solvolysis Reactions of Dienynyl Trifluoromethanesulphonates
Hanack, Michael,Holweger, Walter
, p. 713 - 714 (1981)
The synthesis, separation, and solvolysis of the stereoisomeric dienynyl trifluoromethanesulphonates (1) are described, whereby the E-isomers, in contrast with the Z-isomers, rearrange to a remarkable extent to form the phenyl ethers (5) via the phenyl cations (2).
Phenyl Cations as Reactive Intermediates in the Solvolysis of Dien-in-yl Triflates
Holweger, Walter,Hanack, Michael
, p. 3004 - 3020 (2007/10/02)
The synthesis, separation, and solvolysis of the stereoisomeric 1,4-dimethyl-1,3-hexadien-5-yn-1-yl triflates 15a - c in various solvents are described.In contrast to the (Z)-isomers 15a - c, the (E)-isomers 15a - c react preferably via an intermediate phenyl cation 16 to give the phenyl ethers 17.Further mechanistic investigations which support the formation of the intermediate phenyl cations 16 are described.The formation of the benzylic derivatives 18 is discussed.
