ISSN:
1436-2449
Source:
Springer Online Journal Archives 1860-2000
Topics:
Chemistry and Pharmacology
,
Mechanical Engineering, Materials Science, Production Engineering, Mining and Metallurgy, Traffic Engineering, Precision Mechanics
,
Physics
Notes:
Summary The polyallylation reaction of c-cresol novolac 1 was achieved in polar aprotic solvents with high phenolic hydroxy conversion(〉99%) leading to a unique o-allylation product(〉99%). When the reaction was carried out in protic solvent, the c-allylation reaction occurred at about 20–30% along with the o-allylation reaction. Additionally, the phenolic hydroxy conversion was less than 85%. These results showed that the regioselectivity of this reaction was mainly governed by the solvents used. The mechanism of this transformation is briefly discussed in terms of the ambident nature of and solvation effects on the counter ions pair of the phenoxide.
Type of Medium:
Electronic Resource
URL:
http://dx.doi.org/10.1007/BF00283277
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