Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Chemical compound
Fulvene (pentafulvene) is a hydrocarbon with the formula (CH=CH)2C=CH2. It is a prototype of a cross-conjugated hydrocarbon.[2] Fulvene is rarely encountered,[3] but substituted derivatives (fulvenes) are numerous. They are mainly of interest as ligands and precursors to ligands in organometallic chemistry.
Fulvene is an isomer of benzene, which when irradiated at 237 to 254 nm forms small amounts of fulvene along with benzvalene.[4]
^ abNomenclature of Organic Chemistry : IUPAC Recommendations and Preferred Names 2013 (Blue Book). Cambridge: The Royal Society of Chemistry. 2014. p. 379. doi:10.1039/9781849733069-FP001. ISBN 978-0-85404-182-4.
^Preethanuj Preethalayam; Syam krishnan, K.; Sreeja Thulasi; Sarath Chand,S.; Jomy Joseph; Vijay Nair; Florian Jaroschik; K.V.Radhakrishnan (2017). "Recent Advances in the Chemistry of Pentafulvenes". Chemical Reviews. 117 (5): 3930–3989. doi:10.1021/acs.chemrev.6b00210. PMID 28151643.
^Bergmann, E. D. (1968). "Fulvenes and Substituted Fulvenes". Chemical Reviews. 68: 41–84. doi:10.1021/cr60251a002.
^Kaplan, Louis; Wilzbach, K. E. (1968). "Photolysis of benzene vapor. Benzvalene formation at wavelengths 2537-2370 A". Journal of the American Chemical Society. 90 (12): 3291–3292. doi:10.1021/ja01014a086. ISSN 0002-7863.
Fulvene (pentafulvene) is a hydrocarbon with the formula (CH=CH)2C=CH2. It is a prototype of a cross-conjugated hydrocarbon. Fulvene is rarely encountered...
Fulvenes are the class of hydrocarbon obtained by formally cross-conjugating one ring and methylidene through a common exocyclic double bond. The name...
exocyclic double bond attached. Methylenecyclopropene is the smallest of the fulvenes (a family of unstable, cyclic molecules, conjugated transversally with...
diethyl ether at −45 °C. It can also be formed in low yield (along with fulvene and Dewar benzene) by irradiation of benzene at 237 to 254 nm. The hydrocarbon...
([22]-annulene) Wikimedia Commons has media related to Annulenes. Annulyne Circulene Fulvenes IUPAC, Compendium of Chemical Terminology, 2nd ed. (the "Gold Book") (1997)...
They were re-investigating a reaction between maleic anhydride and a fulvene first reported in 1929 by Otto Diels and Kurt Alder. They observed that...
Anke T, Scherer A, Steglich W. (1990). "Leaianafulvene, a sesquiterpenoid fulvene derivative from cultures of Mycena leaiana". Phytochemistry 12: 3942–3944...
macrocylic and acyclic triynes with Group 6 metal carbonyls. The formation of fulvene and benzene". J. Am. Chem. Soc. 106 (26): 8315. doi:10.1021/ja00338a063...
exocyclic double bond. The name is derived from the similarly structured fulvenes which lack one ring. Pentafulvalene (2) is also called simply fulvalene...
Neuenschwander, Markus (1986), "Synthetic and NMR spectroscopic investigations of fulvenes and fulvalenes" (PDF), Pure Appl. Chem., 58 (1): 55–66, doi:10.1351/pac198658010055...
the π-Electronic Structure of Singlet, Triplet, and Quintet States of Fulvenes and Fulvalenes Using the Electron Localization Function". The Journal of...
Perchlorofulvalene (C4Cl4C)2 is quite stable in contrast to fulvalene itself. Fulvenes, (CH=CH)2C=CH2 and substituted derivatives Tetrathiafulvalene, C2H2S2C=CS2C2H2...
dienes, the larger ketene substituent is placed in the endo position. Fulvenes typically react in the ring, leaving the double bond intact. (6) Ketenes...
Particularly, lipophilic titanocene dichloride derivatives derived from fulvenes were synthesised in structural diversity and this led to the development...