- A zirconocene-coupling route to substituted poly(p- phenylenedienylene)s: Band Gap tuning via conformational control
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A series of substituted poly(p-phenylenediyne)s (1a-f) was synthesized by the palladium-catalyzed cross-coupling condensation of terminal dialkynylalkanes with substituted diiodobenzenes. Polymerizations were conducted with 1,4-diiodo-5-hexoxy-2-methoxybe
- Lucht, Brett L.,Mao, Shane S. H.,Tilley, T. Don
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p. 4354 - 4365
(2007/10/03)
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- Synthetic Applications of the 1-Cyclobutenyltriphenylphosphonium Salt. Synthesis and Reactions of 1,2-Difunctionalized Cyclobutanes
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Symmetrical and unsymmetrical 1,2-bis(ylidene)cyclobutanes 6a-g and 6h were synthesized in good or moderate yields by the double Wittig reaction of a triphenylphosphonium ylide with aldehydes.The 1,2-bis(ylidene)cyclobuta
- Minami, Toru,Harui, Nobuo,Taniguchi, Yuki
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p. 3572 - 3576
(2007/10/02)
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- A New Synthesis of 1,2-Bisylidenecyclobutanes and their Application to the Construction of Polycyclic Ring Systems via Sequential Diels-Alder Reactions
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1,2-Bisarylidenecyclobutanes, conveniently synthesized from the (cyclobut-1-enyl)triphenylphosphonium salt, diethyl lithiophosphonate, and aromatic aldehydes, readily undergo sequential Diels-Alder reactions with dienophiles to give good yields of polycyc
- Minami, Toru,Taniguchi, Yuki,Hirao, Ichiro
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p. 1046 - 1047
(2007/10/02)
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- Strained Aromatic Systems. Synthesis of Cyclopropabenzocyclobutenes, Cyclopropanaphthocyclobutenes, and Related Compounds
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The diene 9, prepared in four steps from diethyl cyclohex-4-ene-1,2-dicarboxylate, was converted into cyclopropabenzocyclobutene (3) by photoirradiation to the cyclobutene 20 followed by treatment with KO-t-Bu and into cyclopropacyclobutanaphthalene (45) by Diels-Alder addition to diethyl cyclobutene-1,2-dicarboxylate, oxidation, and treatment with KO-t-Bu.Attempts to convert 9 into cyclopropaanthracene were unsuccessful.The corresponding diene 15 could not be converted into cyclopropacyclobutabenzene (4), but this compound was prepared by treatment of 27, obtained from chlorocarbene addition to bicycloocta -2,4-diene, with KO-t-Bu.Unsuccessful attempts to prepare substituted derivatives of 3, 4, and cyclopropaanthracene as well as cyclopropacyclobutanaphthalene and dicyclopropanaphthalene are described.The chemical and physical properties of 3, 4, and 45 and the chemistry of the dienes 9, 15, and 36 are outlined, and some conclusions are drawn regarding the scope of the Billups reaction.
- Davalian, Dariush,Garratt, Peter J.,Koller, Wolfgang,Mansuri, Muzammil M.
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p. 4183 - 4193
(2007/10/02)
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