D. N. Tomilin, D. Yu. Soshnikov, A. B. Trofimov, M. D. Gotsko, L. N. Sobenina, I. A. Ushakov, A. V. Afonin, A. B. Koldobskii, N. M. Vitkovskaya, B. A. Trofimov, “Aluminium oxide-mediated cross-coupling of pyrroles with 1-bromo-2-(trifluoroacetyl)acetylene: a quantum-chemical insight”, Mendeleev Commun., 26:6 (2016), 480

Mendeleev Communications

RUS ENG

JOURNALS PEOPLE ORGANISATIONS CONFERENCES SEMINARS VIDEO LIBRARY PACKAGE AMSBIB

JavaScript is disabled in your browser. Please switch it on to enable full functionality of the website

	General information
	Latest issue
	Archive

	Search papers
	Search references

	RSS
	Latest issue
	Current issues
	Archive issues
	What is RSS

Mendeleev Commun.:
Year:
Volume:
Issue:
Page:
	Find

Personal entry:
Login:
Password:
	Save password
	Enter
	Forgotten password?
	Register

Mendeleev Communications, 2016, Volume 26, Issue 6, Pages 480–482
DOI: https://doi.org/10.1016/j.mencom.2016.11.006 (Mi mendc2252)

This article is cited in 11 scientific papers (total in 11 papers)

Communications

Aluminium oxide-mediated cross-coupling of pyrroles with 1-bromo-2-(trifluoroacetyl)acetylene: a quantum-chemical insight

D. N. Tomilin^a, D. Yu. Soshnikov^ab, A. B. Trofimov^b, M. D. Gotsko^a, L. N. Sobenina^a, I. A. Ushakov^a, A. V. Afonin^a, A. B. Koldobskii^c, N. M. Vitkovskaya^b, B. A. Trofimov^a

^a A.E. Favorsky Irkutsk Institute of Chemistry, Siberian Branch of the Russian Academy of Sciences, Irkutsk, Russian Federation
^b Department of Chemistry, Irkutsk State University, Irkutsk, Russian Federation
^c A.N. Nesmeyanov Institute of Organoelement Compounds of Russian Academy of Sciences, Moscow, Russian Federation

Full-text PDF (273 kB) Citations (11) Supplementary materials

DOI: https://doi.org/10.1016/j.mencom.2016.11.006

Graphic abstract: Aluminium oxide-mediated cross-coupling of pyrroles with 1-bromo-2-(trifluoroacetyl)acetylene: a quantum-chemical insight

Abstract: Cross-coupling of NH-pyrroles with 1-bromo-2-(trifluoroacetyl) acetylene in the Al₂O₃ medium affords (E)-4-bromo-1,1,1-trifluoro-4-(pyrrol-2-yl)but-3-en-2-ones instead of the expected 2-ethynylated products. Quantum-chemical analysis shows strong intramolecular hydrogen bonding between NH and trifluoroacetyl groups, higher NH acidity and deeper charge transfer to the ethenyl moiety, which determines the reaction pathway.

Bibliographic databases:

Document Type: Article

Language: English

*Supplementary materials:*
		Supplementary_data_1.pdf	(663.0 Kb)

Citation: D. N. Tomilin, D. Yu. Soshnikov, A. B. Trofimov, M. D. Gotsko, L. N. Sobenina, I. A. Ushakov, A. V. Afonin, A. B. Koldobskii, N. M. Vitkovskaya, B. A. Trofimov, “Aluminium oxide-mediated cross-coupling of pyrroles with 1-bromo-2-(trifluoroacetyl)acetylene: a quantum-chemical insight”, Mendeleev Commun., 26:6 (2016), 480–482

Linking options:

https://www.mathnet.ru/eng/mendc2252

https://www.mathnet.ru/eng/mendc/v26/i6/p480

This publication is cited in the following 11 articles:

Citing articles in Google Scholar: Russian citations, English citations
Related articles in Google Scholar: Russian articles, English articles

Registration to the website

Logotypes