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A Widely Applicable Synthetic Approach to Alk‐1‐yn‐1‐yl(polyfluoroorganyl)‐iodonium Salts [(RC≡C)(R′)I][BF4] Full article

Journal Zeitschrift fur Anorganische und Allgemeine Chemie
ISSN: 0044-2313 , E-ISSN: 1521-3749
Output data Year: 2008, Volume: 634, Number: 1, Pages: 82-86 Pages count : 5 DOI: 10.1002/zaac.200700319
Tags Alkynyl(organyl)iodonium salts, Alkynyldifluoroboranes, Electrophilic iodonium cations, NMR spectroscopy, Polyfluoroorganyliodine difluorides
Authors Frohn Hermann-Josef , Bardin Vadim V.
Affiliations
1 Duisburg/Germany, Department of Chemistry, Inorganic Chemistry, University of Duisburg-Essen
2 Novosibirsk/Russia, N. N. Vorozhtsov Novosibirsk Institute of Organic Chemistry, SB RAS

Abstract: The reaction of alkynyldifluoroboranes RC≡CBF2 (R = (CH3)3C, CF3, (CF3)2CF) with organyliodine difluoride R′IF2 bearing electron‐withdrawing polyfluoroorganyl groups R′ = C6F5, (CF3)2CFCF=CF, C4F9, and CF3CH2 leads to the corresponding alkynyl(organyl)iodonium salts [(RC≡C)(R′)I][BF4]. This approach uses a widely applicable method as demonstrated for a representative series of polyfluorinated aryl‐, alkenyl‐, and alkyliodine difluorides. Generally, these syntheses proceed with good yields and deliver pure iodonium salts. The distinct electrophilic nature of their [(RC≡C)(R′)I]+ cations is deduced from multinuclear magnetic resonance data. Within the series of new iodonium salts [CF3C≡C(C4F9)I][BF4] is an intrinsic unstable one and decomposed forming CF3C≡CI and C4F10.
Cite: Frohn H-J. , Bardin V.V.
A Widely Applicable Synthetic Approach to Alk‐1‐yn‐1‐yl(polyfluoroorganyl)‐iodonium Salts [(RC≡C)(R′)I][BF4]
Zeitschrift fur Anorganische und Allgemeine Chemie. 2008. V.634. N1. P.82-86. DOI: 10.1002/zaac.200700319 WOS Scopus РИНЦ ANCAN OpenAlex
Dates:
Submitted: Jun 26, 2007
Published online: Nov 30, 2007
Published print: Jan 1, 2008
Identifiers:
Web of science: WOS:000252283700012
Scopus: 2-s2.0-38149062101
Elibrary: 13576740
Chemical Abstracts: 2008:519032
Chemical Abstracts (print): 150:423243
OpenAlex: W2021322889
Citing:
DB Citing
Web of science 11
Scopus 12
OpenAlex 11
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