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  Conformationally protected hydrazine radical cations and the gearing effect on a hydrazine electron-transfer reaction

Nelsen, S. F., Chen, L. J., Petillo, P. A., Evans, D. H., & Neugebauer, F. A. (1993). Conformationally protected hydrazine radical cations and the gearing effect on a hydrazine electron-transfer reaction. Journal of the American Chemical Society, 115(23), 10611-10620. doi:10.1021/ja00076a020.

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Item Permalink: https://hdl.handle.net/11858/00-001M-0000-0019-A9F8-7 Version Permalink: https://hdl.handle.net/11858/00-001M-0000-002D-24D7-5
Genre: Journal Article

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JACS_115_1993_10611.pdf (Any fulltext), 2MB
 
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http://pubs.acs.org/doi/pdf/10.1021/ja00076a020 (Any fulltext)
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https://dx.doi.org/10.1021/ja00076a020 (Any fulltext)
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 Creators:
Nelsen, Stephen F., Author
Chen, Ling Jen, Author
Petillo, Peter A., Author
Evans, Dennis H., Author
Neugebauer, Franz A.1, Author           
Affiliations:
1Department of Organic Chemistry, Max Planck Institute for Medical Research, Max Planck Society, ou_1497706              

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 Abstract: The N-isopropylated hydrazine radical cations from 7 (22/tBu,iPr) and 9 (22/iPr2) are isolable and are the first examples of isolable hydrazine radical cations which lack all C,-H bonds being protected as bridgehead carbons in bicyclic rings. The cyclic voltammogram of 9 shows electrochemically irreversible oxidation and reduction waves at platinum. It is argued that this results from a gearing effect of the isopropyl groups, which causes the radical cation from neutral 9 to be generated in an unstable conformation. Kinetic and thermodynamic conformational effects which cause hydrazine cyclic voltammetry curves to be electrochemically irreversible are contrasted

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Language(s): eng - English
 Dates: 1993-06-101993-11-011993-11-17
 Publication Status: Issued
 Pages: 10
 Publishing info: -
 Table of Contents: -
 Rev. Type: Peer
 Identifiers: eDoc: 665119
DOI: 10.1021/ja00076a020
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Title: Journal of the American Chemical Society
  Other : J. Am. Chem. Soc.
  Abbreviation : JACS
Source Genre: Journal
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Publ. Info: Washington, DC : American Chemical Society
Pages: - Volume / Issue: 115 (23) Sequence Number: - Start / End Page: 10611 - 10620 Identifier: ISSN: 0002-7863
CoNE: https://pure.mpg.de/cone/journals/resource/954925376870