Kinetic isotope effects on the 1,3-intramolecular insertion reaction of t-butylchlorocarbene

Tetrahedron Letters

Volumn 37, Issue 3, 1996, Pages 279-282

  Moss, Robert A ^a   Liu, Weiguo ^a  

^a RUTGERS UNIVERSITY   (United States)

Author keywords

[No Author keywords available]

Indexed keywords

ALKENE DERIVATIVE; CYCLOPROPANE DERIVATIVE; DEUTERIUM;

ARTICLE; CHEMICAL REACTION KINETICS; DRUG SYNTHESIS; ISOTOPE LABELING; REACTION ANALYSIS;

EID: 0030050127     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/0040-4039(95)02149-3     Document Type: Article

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3. Modarelli, D.A.; Morgan, S.; Platz, M.S. J. Am. Chem. Soc. 1992, 114, 7034. It was suggested that a tunneling contribution might be partly responsible for the "high" KIE (3.2).
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13. 10b,c
14. 9
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18. 6.
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21. 9 of perdeutero-1.
22. 21 The latter (carbenoid) C-H/C-D insertions afford KIE's of 2.76 and 2.43 at -90 and -44 °C, respectively.
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