71870-56-9Relevant articles and documents
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.