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Experimental studies of hydrogen tunnelling. Utilization of large isotope effects in a mechanistic study of a hydrogen shift reaction

✍ Scribed by Gunter Bartelt; Alexander Eychmüller; Karl Heinz Grellmann

Publisher
Elsevier Science
Year
1985
Tongue
English
Weight
415 KB
Volume
118
Category
Article
ISSN
0009-2614

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✦ Synopsis

The kin&a OC a hydrogen stift reaction was investigated. The proce~ is governed by large tunnel contributions and takes place during the rcarrangcmcnt of a light-gcncratcd. transient hexahydrocarbazole into a srable hcxahydr~bazole. Luge Isotope effects were observed when the migz~tirg hydrogen was replaccd by deurerium. By appropriare labelling we could show that a [1.4] hydrogen shirt lakes place and that LWO combined [1,2] hydrogen shifk can be ruled out as a (theoretically possible) reaclion roule.

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