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Light-Induced Reactions of Diazotetrahydrofuranone without Elimination of Nitrogen : Experimental and Mechanistic Study. / Rodina, Liudmila L.; Baranovskii, Victor I.; Galkina, Olesia S.; Nikolaev, Valerij A.; Tonogina, Nina L.; Povolotskiy, Alexey V.

In: Journal of Organic Chemistry, Vol. 82, No. 21, 03.11.2017, p. 11399-11405.

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

Harvard

Rodina, LL, Baranovskii, VI, Galkina, OS, Nikolaev, VA, Tonogina, NL & Povolotskiy, AV 2017, 'Light-Induced Reactions of Diazotetrahydrofuranone without Elimination of Nitrogen: Experimental and Mechanistic Study', Journal of Organic Chemistry, vol. 82, no. 21, pp. 11399-11405. https://doi.org/10.1021/acs.joc.7b01848

APA

Rodina, L. L., Baranovskii, V. I., Galkina, O. S., Nikolaev, V. A., Tonogina, N. L., & Povolotskiy, A. V. (2017). Light-Induced Reactions of Diazotetrahydrofuranone without Elimination of Nitrogen: Experimental and Mechanistic Study. Journal of Organic Chemistry, 82(21), 11399-11405. https://doi.org/10.1021/acs.joc.7b01848

Vancouver

Rodina LL, Baranovskii VI, Galkina OS, Nikolaev VA, Tonogina NL, Povolotskiy AV. Light-Induced Reactions of Diazotetrahydrofuranone without Elimination of Nitrogen: Experimental and Mechanistic Study. Journal of Organic Chemistry. 2017 Nov 3;82(21):11399-11405. https://doi.org/10.1021/acs.joc.7b01848

Author

Rodina, Liudmila L. ; Baranovskii, Victor I. ; Galkina, Olesia S. ; Nikolaev, Valerij A. ; Tonogina, Nina L. ; Povolotskiy, Alexey V. / Light-Induced Reactions of Diazotetrahydrofuranone without Elimination of Nitrogen : Experimental and Mechanistic Study. In: Journal of Organic Chemistry. 2017 ; Vol. 82, No. 21. pp. 11399-11405.

BibTeX

@article{9c543143f07a49bea7dac0a22e88b84d,
title = "Light-Induced Reactions of Diazotetrahydrofuranone without Elimination of Nitrogen: Experimental and Mechanistic Study",
abstract = "The energies and lifetimes of the excited states (S1, S2, S5, T1) of a diazotetrahydrofuranone were determined using experimental and computational methods. It was shown that direction of the diazoketone photochemical transformations without elimination of nitrogen is determined by multiplicity and energy of the excited state, generated by UV irradiation of diazo compound: isomerization to α-ketodiazirine proceeds from the singlet S1 state, whereas the alternative process of C-H insertion with hydrazone formation occurs through the triplet T1 state. The most probable excited state that leads to elimination of nitrogen and Wolff rearrangement is one of the highest singlet excited states of diazotetrahydrofuranone.",
author = "Rodina, {Liudmila L.} and Baranovskii, {Victor I.} and Galkina, {Olesia S.} and Nikolaev, {Valerij A.} and Tonogina, {Nina L.} and Povolotskiy, {Alexey V.}",
year = "2017",
month = nov,
day = "3",
doi = "10.1021/acs.joc.7b01848",
language = "English",
volume = "82",
pages = "11399--11405",
journal = "Journal of Organic Chemistry",
issn = "0022-3263",
publisher = "American Chemical Society",
number = "21",

}

RIS

TY - JOUR

T1 - Light-Induced Reactions of Diazotetrahydrofuranone without Elimination of Nitrogen

T2 - Experimental and Mechanistic Study

AU - Rodina, Liudmila L.

AU - Baranovskii, Victor I.

AU - Galkina, Olesia S.

AU - Nikolaev, Valerij A.

AU - Tonogina, Nina L.

AU - Povolotskiy, Alexey V.

PY - 2017/11/3

Y1 - 2017/11/3

N2 - The energies and lifetimes of the excited states (S1, S2, S5, T1) of a diazotetrahydrofuranone were determined using experimental and computational methods. It was shown that direction of the diazoketone photochemical transformations without elimination of nitrogen is determined by multiplicity and energy of the excited state, generated by UV irradiation of diazo compound: isomerization to α-ketodiazirine proceeds from the singlet S1 state, whereas the alternative process of C-H insertion with hydrazone formation occurs through the triplet T1 state. The most probable excited state that leads to elimination of nitrogen and Wolff rearrangement is one of the highest singlet excited states of diazotetrahydrofuranone.

AB - The energies and lifetimes of the excited states (S1, S2, S5, T1) of a diazotetrahydrofuranone were determined using experimental and computational methods. It was shown that direction of the diazoketone photochemical transformations without elimination of nitrogen is determined by multiplicity and energy of the excited state, generated by UV irradiation of diazo compound: isomerization to α-ketodiazirine proceeds from the singlet S1 state, whereas the alternative process of C-H insertion with hydrazone formation occurs through the triplet T1 state. The most probable excited state that leads to elimination of nitrogen and Wolff rearrangement is one of the highest singlet excited states of diazotetrahydrofuranone.

UR - http://www.scopus.com/inward/record.url?scp=85032793069&partnerID=8YFLogxK

U2 - 10.1021/acs.joc.7b01848

DO - 10.1021/acs.joc.7b01848

M3 - Article

AN - SCOPUS:85032793069

VL - 82

SP - 11399

EP - 11405

JO - Journal of Organic Chemistry

JF - Journal of Organic Chemistry

SN - 0022-3263

IS - 21

ER -

ID: 9367064