Find

Faculty of Natural Sciences

Experimental and Computational Evidence for the Formation of Iminopersulfinic Acids

Research output: Contribution to journal/Conference contribution in journal/Contribution to newspaper › Journal article › Research › peer-review

Standard

Experimental and Computational Evidence for the Formation of Iminopersulfinic Acids. / Clennan, Edward L.; Chen, Ming-Fang ; Greer, Alexander et al.

In: Journal of Organic Chemistry, Vol. 63, No. 10, 1998, p. 3397-3402.

Research output: Contribution to journal/Conference contribution in journal/Contribution to newspaper › Journal article › Research › peer-review

Vancouver

Clennan EL, Chen M-F, Greer A, Jensen F. Experimental and Computational Evidence for the Formation of Iminopersulfinic Acids. Journal of Organic Chemistry. 1998;63(10):3397-3402. doi: 10.1021/jo9800208

Author

Clennan, Edward L. ; Chen, Ming-Fang ; Greer, Alexander et al. / Experimental and Computational Evidence for the Formation of Iminopersulfinic Acids. In: Journal of Organic Chemistry. 1998 ; Vol. 63, No. 10. pp. 3397-3402.

Bibtex

@article{94d6b93f819c4a5a8b7653d7b262007b,

title = "Experimental and Computational Evidence for the Formation of Iminopersulfinic Acids",

abstract = "An experimental and computational study of the reactions of singlet oxygen with N-substituted sulfenamides is reported. Intermediates capable of epoxidizing norbornene were observed during the photooxidations of three sulfenamides. These results are used to argue for formation of iminopersulfinic acids. The structural integrity of two iminopersulfinic acids was supported by their successful location at the MP2/6-31G* level of theory. Furthermore, the inability to locate computationally significant persulfinimide precursors suggests that the iminopersulfinic acids form by enelike reactions involving near-simultaneous addition of singlet oxygen to sulfur and hydrogen abstraction.",

author = "Clennan, {Edward L.} and Ming-Fang Chen and Alexander Greer and F. Jensen",

year = "1998",

doi = "10.1021/jo9800208",

language = "English",

volume = "63",

pages = "3397--3402",

journal = "The Journal of Organic Chemistry",

issn = "0022-3263",

publisher = "AMER CHEMICAL SOC",

number = "10",

}

RIS

TY - JOUR

T1 - Experimental and Computational Evidence for the Formation of Iminopersulfinic Acids

AU - Clennan, Edward L.

AU - Chen, Ming-Fang

AU - Greer, Alexander

AU - Jensen, F.

PY - 1998

Y1 - 1998

N2 - An experimental and computational study of the reactions of singlet oxygen with N-substituted sulfenamides is reported. Intermediates capable of epoxidizing norbornene were observed during the photooxidations of three sulfenamides. These results are used to argue for formation of iminopersulfinic acids. The structural integrity of two iminopersulfinic acids was supported by their successful location at the MP2/6-31G* level of theory. Furthermore, the inability to locate computationally significant persulfinimide precursors suggests that the iminopersulfinic acids form by enelike reactions involving near-simultaneous addition of singlet oxygen to sulfur and hydrogen abstraction.

AB - An experimental and computational study of the reactions of singlet oxygen with N-substituted sulfenamides is reported. Intermediates capable of epoxidizing norbornene were observed during the photooxidations of three sulfenamides. These results are used to argue for formation of iminopersulfinic acids. The structural integrity of two iminopersulfinic acids was supported by their successful location at the MP2/6-31G* level of theory. Furthermore, the inability to locate computationally significant persulfinimide precursors suggests that the iminopersulfinic acids form by enelike reactions involving near-simultaneous addition of singlet oxygen to sulfur and hydrogen abstraction.

UR - http://www.scopus.com/inward/record.url?scp=0001718189&partnerID=8YFLogxK

U2 - 10.1021/jo9800208

DO - 10.1021/jo9800208

M3 - Journal article

AN - SCOPUS:0001718189

VL - 63

SP - 3397

EP - 3402

JO - The Journal of Organic Chemistry

JF - The Journal of Organic Chemistry

SN - 0022-3263

IS - 10

ER -