1995
DOI: 10.1080/00397919508011437
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Synthesis of Substituted Dicyanomethylendihydrofurans

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Cited by 103 publications
(47 citation statements)
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“…All solvents used in this study were freshly dried under distillation method. The synthesis of 2-cyanomethylene-3-cyano-4, 5, 5-trimethyl-2, 5-dihydrofuran (TCF) was synthesized following the known procedure [18]. The synthesis of the chromophore, 2-{3-cyano-4-[2-(10-hexyl-10H-phenothiazin-3-yl)-vinyl]-5,5-dimethyl-5H-furan-2-ylidene}-malononitrile (PTZ-TCF) was already described in our previous paper [19].…”
Section: Methodsmentioning
confidence: 99%
“…All solvents used in this study were freshly dried under distillation method. The synthesis of 2-cyanomethylene-3-cyano-4, 5, 5-trimethyl-2, 5-dihydrofuran (TCF) was synthesized following the known procedure [18]. The synthesis of the chromophore, 2-{3-cyano-4-[2-(10-hexyl-10H-phenothiazin-3-yl)-vinyl]-5,5-dimethyl-5H-furan-2-ylidene}-malononitrile (PTZ-TCF) was already described in our previous paper [19].…”
Section: Methodsmentioning
confidence: 99%
“…The extended aldehyde (mixed isomers) was used for the final step of end capping with the electron acceptor. The final step was a Knoevenagel condensation between the extended aldehydes and the known tricyano dihydrofuran electron acceptor [8] using piperidinium acetate as a catalyst to yield the monohydroxy-functional chromophore (CLD-OH). Reslurrying the solid with acetone gave a homogenous highly crystalline powder with purity of >98% by 1 H NMR (corroborated by HPLC).…”
Section: Chromophoresmentioning
confidence: 99%
“…The last step was a Knoevenagel condensation between 7a,7b and the known tricyanodihydrofuran 8 [11] to yield the chromophore mixture 9a,9b. In our hands, the reported preparation of 8 failed to give any product on several attempts.…”
Section: Davis Et Al 3420mentioning
confidence: 99%