Are α-centered peptide radicals stabilized by a capto-dative effect?

Jochen J. Brocks; Frank M. Welle; Hans Dieter Beckhaus; Christoph Rüchardt

doi:10.1016/S0040-4039(97)10085-5

Are α-centered peptide radicals stabilized by a capto-dative effect?

Jochen J. Brocks, Frank M. Welle, Hans Dieter Beckhaus, Christoph Rüchardt^*

^*Corresponding author for this work

Research output: Contribution to journal › Article › peer-review

13 Citations (Scopus)

Abstract

The kinetics of the thermal C-C-cleavage reaction of the dimer of sarcosine anhydride 5 has been investigated between 295 and 333 °C in mesitylene. From the temperature dependence and from the release of strain on dissociation the cyclic α-peptide radical 6 was calculated to have a radical stabilization enthalpy (RSE) of -6.3 ± 1.3 kcal / mol thus indicating the absence of a synergistic capto-dative effect.

Original language	English
Pages (from-to)	7721-7724
Number of pages	4
Journal	Tetrahedron Letters
Volume	38
Issue number	44
DOIs	https://doi.org/10.1016/S0040-4039(97)10085-5
Publication status	Published - 3 Nov 1997
Externally published	Yes

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10.1016/S0040-4039(97)10085-5

Cite this

@article{73109921328d4d88a9bae1f5b53383f4,

title = "Are α-centered peptide radicals stabilized by a capto-dative effect?",

abstract = "The kinetics of the thermal C-C-cleavage reaction of the dimer of sarcosine anhydride 5 has been investigated between 295 and 333 °C in mesitylene. From the temperature dependence and from the release of strain on dissociation the cyclic α-peptide radical 6 was calculated to have a radical stabilization enthalpy (RSE) of -6.3 ± 1.3 kcal / mol thus indicating the absence of a synergistic capto-dative effect.",

author = "Brocks, {Jochen J.} and Welle, {Frank M.} and Beckhaus, {Hans Dieter} and Christoph R{\"u}chardt",

year = "1997",

month = nov,

day = "3",

doi = "10.1016/S0040-4039(97)10085-5",

language = "English",

volume = "38",

pages = "7721--7724",

journal = "Tetrahedron Letters",

issn = "0040-4039",