1996
DOI: 10.1107/s0108270195011358
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Conformation of Acyclic Derivatives of 1,1,4,4-Tetraphenyl-1,3-butadiene

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Cited by 16 publications
(50 citation statements)
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“…Because of the restriction by this ring (Figure 2), phenyl groups are prevented from free rotation and steric constrain between them cannot be released. 50 To the best of our knowledge, this is the longest C-C covalent bond that has been reported experimentally (some C-C "bondings" around 3 Å have been reported, 51-53 but they are distinguishable from the covalent "bonds" mentioned here). In view of the molecular size, 1 was optimized at the B3LYP/6-311G(d,p) level.…”
Section: Exceptionally Long C-c Covalent Bondsmentioning
confidence: 67%
“…Because of the restriction by this ring (Figure 2), phenyl groups are prevented from free rotation and steric constrain between them cannot be released. 50 To the best of our knowledge, this is the longest C-C covalent bond that has been reported experimentally (some C-C "bondings" around 3 Å have been reported, 51-53 but they are distinguishable from the covalent "bonds" mentioned here). In view of the molecular size, 1 was optimized at the B3LYP/6-311G(d,p) level.…”
Section: Exceptionally Long C-c Covalent Bondsmentioning
confidence: 67%
“…At the same time, the possibility of unusually long C-C bond lengths has attracted much attention for its challenging nature raising the questions: is there an upper limit to the length of a stretched C-C single bond? Recently, Toda et al 2 have reported unusually long C-C bond lengths such as 1.720(4) Å in 1, and 1.710(5) as well as 1.724(5) Å in 2. They are considered the longest C-C single bonds accurately determined to date.…”
mentioning
confidence: 99%
“…The extraordinary long carbon–carbon bonds are not unknown in organic molecules 11–14. The bond length of 1.781 Å was found by Fritz et al 12 in a disilabicyclobutane.…”
Section: The σAb Square‐root Average Bond Distance Differences For Thmentioning
confidence: 89%
“…The bond length of 1.781 Å was found by Fritz et al 12 in a disilabicyclobutane. Toda et al 13 synthesized two tetraphenylcyclobutarenes, which have bond lengths from 1.710 to 1.724 Å. Kammermeier et al 14 measured long carbon–carbon bonds in dianthracene derivatives. The experimental bond lengths from 1.624 to 1.713 Å were confirmed by Becke3LYP/6‐31G* and PM3 calculations.…”
Section: The σAb Square‐root Average Bond Distance Differences For Thmentioning
confidence: 99%