(9H-Fluoren-9-ylidene)fluoromethyllithium, a stabilized fluoroalkenyl carbanion. Preparation, reactions, 13C and 19F NMR spectra.

Result code in IS VaVaI

<a href="https://www.isvavai.cz/riv?ss=detail&h=RIV%2F60461373%3A22310%2F01%3A00004333" target="_blank" >RIV/60461373:22310/01:00004333 - isvavai.cz</a>

Result on the web

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DOI - Digital Object Identifier

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Result language

angličtina

Original language name

(9H-Fluoren-9-ylidene)fluoromethyllithium, a stabilized fluoroalkenyl carbanion. Preparation, reactions, 13C and 19F NMR spectra.

Original language description

(9H-Fluoren-9-ylidene)fluoromethyllithium (1) was prepared by a low-temperature transmetallation of bromo(9H-fluoren-9-ylidene)fluoromethane (2). Whereas the synthesis of unlabelled bromofluoroalkene 2a was based on Wittig-Horner reaction of fluorenone (3) with ethyl (diethoxyphosphoryl)fluoroacetate (4), (1-13C)-labelled compound 2b was obtained via an addition of labelled lithium 1-ethoxy-2-fluoro(2-13C)ethen-1-olate (5) to ketone 3. Fluoroethenyllithium 1 was found by a low-temperature 19F NMR spectroscopy to be stable up to #40 °C; it was reacted with the series of electrophiles, e.g. benzaldehyde (6), methyl iodide (7) or chloro(trimethyl)silane (8).

Czech name

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Czech description

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Type

J_x - Unclassified - Peer-reviewed scientific article (Jimp, Jsc and Jost)

CEP classification

CC - Organic chemistry

OECD FORD branch

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Project

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Continuities

Z - Vyzkumny zamer (s odkazem do CEZ)

Publication year

2001

Confidentiality

S - Úplné a pravdivé údaje o projektu nepodléhají ochraně podle zvláštních právních předpisů

Name of the periodical

Collection of Czechoslovak Chemical Communications

ISSN

0010-0765

e-ISSN

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Volume of the periodical

66

Issue of the periodical within the volume

10

Country of publishing house

CZ - CZECH REPUBLIC

Number of pages

13

Pages from-to

1508-1520

UT code for WoS article

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EID of the result in the Scopus database

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