1961
DOI: 10.1021/jo01070a537
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New Synthesis of Stilbene and Heterocyclic Stilbene Analogs

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Cited by 64 publications
(26 citation statements)
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“…[6] We were interested in expanding this area to include cages containing an additional heteroatom, and recently we showed that treatment of 1 with EI 4 (E Si, Ge) leads to the two structurally different cage compounds P 6 C 4 tBu 4 GeI 2 (3) and P 6 C 4 tBu 4 SiI 2 (4). [7] These cages are probably formed by two successive [22] cycloadditions of adjacent triphospholyl rings of the bis-h 1 intermediate (P 3 C 2 tBu 2 ) 2 EI 2 . We now report the synthesis of the related phosphorus ± chalcogen cages P 6 C 4 tBu 4 E (E S, Se, Te), with full structural characterization (E Se, Te) or NMR spectroscopic characterization (E S).…”
Section: Methodsmentioning
confidence: 99%
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“…[6] We were interested in expanding this area to include cages containing an additional heteroatom, and recently we showed that treatment of 1 with EI 4 (E Si, Ge) leads to the two structurally different cage compounds P 6 C 4 tBu 4 GeI 2 (3) and P 6 C 4 tBu 4 SiI 2 (4). [7] These cages are probably formed by two successive [22] cycloadditions of adjacent triphospholyl rings of the bis-h 1 intermediate (P 3 C 2 tBu 2 ) 2 EI 2 . We now report the synthesis of the related phosphorus ± chalcogen cages P 6 C 4 tBu 4 E (E S, Se, Te), with full structural characterization (E Se, Te) or NMR spectroscopic characterization (E S).…”
Section: Methodsmentioning
confidence: 99%
“…When trans-4-cyano-stilbene, [7] was employed instead of acetonitrile this visible-light induced substitution of the nitrile ligand resulted in concomitant isomerization of the CÀC double bond to the cis form (Scheme 1). In the presence of a catalytic amount of 1 (8.0 mg, 0.006 mmol), pure trans-4cyano-stilbene (55 mg, 0.27 mmol) in CH 2 Cl 2 (5 mL) was irradiated by visible light (400 W lamp, l b 450 nm) at 25 8C.…”
mentioning
confidence: 99%
“…We therefore turned to the modified Wittig reaction using the phosphonate intermediate (12,13). Diethylbenzylphosphonate The use of the phosphonate esters has the advantage of giving exclusively the trans isomer (12) in contrast to the phosphonium ylids which give mixtures of isomers (14).…”
mentioning
confidence: 99%
“…Synthesis of XSBY: Twenty-five samples of 4,4'-disubstituted stilbene derivatives were synthesized with the Wittig-Honer reaction [22] shown in Figure 1. Their structures were confirmed by nuclear magnetic resonance analysis, and the details were given in ref.…”
Section: Methodsmentioning
confidence: 99%