The Mills-Nixon effect. IV. Base-catalysed cleavage of Trimethylsilyl-veratrol, -1,3-benzodioxole and -1,4-benzodioxan derivatives
The rates of cleavage for 4-trimethylsilyl-veratrol, 5-trimethylsilyl-1,3-benzodioxole and 6-trimethyl- silyl-1,4-benzodioxan have been measured at 30�C in 1 : 9 water-dimethyl sulphoxide containing sodium hydroxide. The benzodioxole derivative is more reactive than the other two substrates; this enhanced reactivity arises from hybridization changes enforced on the ring junction carbons by the strained dioxole ring.
1967 ◽
pp. 964
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2000 ◽
Vol 55
(3-4)
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pp. 326-332
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1970 ◽
Vol 16
(6)
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pp. 441-444
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2011 ◽
Vol 236-238
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pp. 3001-3004
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