3,3 -diallyl-4,4 -dihydroxybiphenyl

A monomer with pendant allyl groups, 3,3 -diallyl-4,4 -dihydroxybiphenyl, can be synthesized from 4,4 -biphenol and allyl bromide. In the second step, a Claisen rearrangement is done [21]. The synthesis of the monomer is shown in Figure 7.3. 

Dental caries is an infectious disease caused by plaque forming organisms such as Streptococcus mutans. Compounds 25 and 26, obovatol (184) and tetrahydrobo-vatol (212) showed antibacterial activity against S. mutans [177,178]. 4,4 -Diallyl-2,3 -dihydroxybiphenyl ether (213) and its mono and dimethyl ethers also showed antibacterial activity [179]. 

Anti-microbial and insecticidal bioassay-directed work on Af. virginiana leaves resulted in the characterization of three active compounds, a novel biphenyl ether, 4,4 -diallyl-2,3 -dihydroxybiphenyl ether (7), 3,5 -diallyl-2 -hydroxy-4-methoxybiphenyl (8) and 5,5 -diallyl-2,2 -dihydroxybiphenyl (9) (31). All three compounds and their methoxy analogues, 10-12, respectively, were very toxic to brine shrimp and mosquito larvae and showed strong anti-fungal and anti-bacterial... 

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