1961
DOI: 10.1002/ange.19610730507
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8‐Benzyl‐9.10‐benzo‐sesquifulvalen

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“…[44,103] As early as 1951 the then hypothetical sesquifulvalenes were expected to be relatively stable [104] and the tetrabenzo derivative 46 appeared a year later from condensation of lithium 9-fluorenide with suberone; it has a dipole moment of 0.83 D. [22] This was followed by the tetraphenyl derivative 47 (a green solid that is red in solution) [105] and the benzo derivative 48 (from reactions of bromocycloheptatriene with the corresponding cyclopentadienyl anion and subsequent oxidation with DDQ). [106] Shortly afterwards a range of benzyl [107,108] derivatives 49 was obtained from base-induced (C 6 H 5 N or Et 3 N) prototropic shift in 6-arylfulvenes as shown in Scheme 9. These crystalline, but thermally labile and air-sensitive, coloured compounds readily add bromine, rapidly hydrogenate under very mild conditions, and react instantaneously with TCNE to give bis adducts 50 from addition across diene components of both the fiveand seven-membered rings.…”
Section: Pentaheptafulvalenes (Sesquifulvalenes)mentioning
confidence: 99%
“…[44,103] As early as 1951 the then hypothetical sesquifulvalenes were expected to be relatively stable [104] and the tetrabenzo derivative 46 appeared a year later from condensation of lithium 9-fluorenide with suberone; it has a dipole moment of 0.83 D. [22] This was followed by the tetraphenyl derivative 47 (a green solid that is red in solution) [105] and the benzo derivative 48 (from reactions of bromocycloheptatriene with the corresponding cyclopentadienyl anion and subsequent oxidation with DDQ). [106] Shortly afterwards a range of benzyl [107,108] derivatives 49 was obtained from base-induced (C 6 H 5 N or Et 3 N) prototropic shift in 6-arylfulvenes as shown in Scheme 9. These crystalline, but thermally labile and air-sensitive, coloured compounds readily add bromine, rapidly hydrogenate under very mild conditions, and react instantaneously with TCNE to give bis adducts 50 from addition across diene components of both the fiveand seven-membered rings.…”
Section: Pentaheptafulvalenes (Sesquifulvalenes)mentioning
confidence: 99%
“…Tropylindene, prepared from indenylsodium and tropylium bromide, condenses with benzaldehyde, in the presence of sodium n-pentoxide, to 1-benzylidene- 3-tropylindene (CCC), which rearranges at elevated temperature to 8-benzyl-9,10-sesquifulvalene (CCCI) (322). In the same way, the tropylfulvenes CCCII are rearranged to benzylsesquifulvalenes CCCIII (320,321).…”
Section: E Heptafulvalenesmentioning
confidence: 99%
“…Obwohl man Subhalogenide auch bei den Alkali-und Erdalkalimetallen, beispielsweise CaCI-oder NaZC1-Spezies, diskutiert [75], werden Subhalogenide offenkundig bei der Untersuchung der Phasendiagramme von HgClz/Hg [85], CdClz/Cd [86] und BiC13/Bi [87] 2 N a C l + 2 C --f Na2C2+ C12 (3) Die …”
Section: Introductionunclassified