Quantum Mechanical Tunneling in Homodienyl Sigmatropic [1,5]-Hydrogen Shifts of (Hydroxymethyl)styrylcyclopropanes
Keyword(s):
The strong temperature dependence of the deuterium kinetic isotope effect observed for homodienyl [1,5]-hydrogen migration of [hydroxy (D)methyl] styrylcyclopropanes (1c,d) in hexane solvent is suggestive of a significant tunnelling contribution to the mechanism. While the hydroxy substituent at the migration origin appears to influence the thermolytic behaviour of these molecules, attempts to promote oxy anionic homodienyl rearrangement in the isotopically natural compounds (1a,b) at low temperature were unsuccessful.
2004 ◽
Vol 269
(1-2)
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pp. 63-73
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Keyword(s):
2017 ◽
Vol 122
(15)
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pp. 8310-8324
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Keyword(s):
2008 ◽
Vol 44
(1)
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pp. 37-41
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1997 ◽
Vol 101
(10)
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pp. 1881-1886
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2010 ◽
Vol 102
(6)
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pp. 339-340
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1982 ◽
Vol 104
(24)
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pp. 6888-6888
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1985 ◽
Vol 26
(4)
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pp. 378-386
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1981 ◽
Vol 103
(15)
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pp. 4650-4652
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Keyword(s):
The temperature dependence of the kinetic isotope effect in the reaction of F atoms with CH4 and CD4
2006 ◽
Vol 430
(4-6)
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pp. 251-254
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