1996
DOI: 10.1351/pac199668020323
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Palladacycles as intermediates in catalyzed processes to polycyclic hydrocarbons

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Cited by 23 publications
(8 citation statements)
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“…Both diastereomers of 6 may play a role in the aromatization reactions. The formation of 5 may be rationalized by a cyclopalladation reaction of ( E )- 6 (bearing a reactive chlorine and a hydrogen at a suitable distance) leading to the intermediate palladacycle 8 , followed by a reductive elimination of Pd to give 5 . A second sequence of cyclopalladation−reductive elimination coupling reaction 23 via the intermediate palladacycle 9 does not occur, presumably because of the long distance between the designated carbon atoms in 9 .…”
mentioning
confidence: 99%
“…Both diastereomers of 6 may play a role in the aromatization reactions. The formation of 5 may be rationalized by a cyclopalladation reaction of ( E )- 6 (bearing a reactive chlorine and a hydrogen at a suitable distance) leading to the intermediate palladacycle 8 , followed by a reductive elimination of Pd to give 5 . A second sequence of cyclopalladation−reductive elimination coupling reaction 23 via the intermediate palladacycle 9 does not occur, presumably because of the long distance between the designated carbon atoms in 9 .…”
mentioning
confidence: 99%
“…Recently, an elegant synthesis of 86 was developed by Dyker et al [86,87] (Scheme 17). Pd 0 -catalyzed coupling of acenaphthylene (89) and 1,8-diiodonaphthalene provides an efficient access to acenaphth[1,2-a]acenaphthylene 90 84 85 86…”
Section: Mono-fuso-centrotriindanes: Triptindanes and Related Benzoanmentioning
confidence: 99%
“…Finally, the non-methylated parent propellane 93 was obtained in good yield (57%) by performing a [2 + 2] cycloaddition of 90 with benzyne. X-ray structural analysis of 86 and 91, representing fully clamped hexaarylethane derivatives, showed again an extreme elongation of the central C-C bonds [162.1 (±0.1) pm (86) and 161.1 (±0.1) pm (91)] [86,87]. A slight torsion about the propellane bond was found for 86, whereas 91 is considerably distorted along the propellane axis.…”
mentioning
confidence: 95%
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“…The intermolecular Heck-type reaction at a tetrasubstituted double bond was observed for the rst time in this study by Dyker et al 147 A few years later, the same group proposed a six-membered palladacycle as the key intermediate in this reaction. 148,149 However, this reaction was not optimized, as it required prolonged reaction times of up to three weeks and a large excess (30 equiv.) of the iodonaphthalene.…”
mentioning
confidence: 99%