Browsing by Author "Zorlu, Y."

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    Access to symmetrical and unsymmetrical cyclobutanes via template directed [2+2] photodimerization reactions of cinnamic acids
    (Georg Thieme Verlag, 2023-08-16) Yağcı, Bilge Banu; Munir, Badar; Zorlu, Y.; Türkmen, Yunus Emre
    In this work, we have developed a general and broadly applicable template-directed photochemical [2+2]-cycloaddition reaction which provides access to a wide range of symmetrical and unsymmetrical cyclobutane products. The use of 1,8-dihydroxynaphthalene as a covalent template paved the way for successful and highly selective photochemical homodimerization and heterodimerization reactions in the solid state between cinnamic acid derivatives. Notably, the method works equally well with aryl- and heteroaryl-containing substrates leading to the formation of β-truxinic acid analogues as single diastereomers and in high yields (up to 99%).
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    Design of a Gd-DOTA-phthalocyanine conjugate combining MRI contrast imaging and photosensitization properties as a potential molecular theranostic
    (Wiley-Blackwell Publishing, Inc., 2014) Tekdaş, D. A.; Garifullin, Ruslan; Şentürk, Berna; Zorlu, Y.; Gundogdu, Umut; Atalar, Ergin; Tekinay, Ayse B.; Chernonosov, A. A.; Yerli, Y.; Dumoulin, F.; Güler, Mustafa O.; Ahsen, V.; Gürek, A. G.
    The design and synthesis of a phthalocyanine - Gd-DOTA conjugate is presented to open the way to novel molecular theranostics, combining the properties of MRI contrast imaging with photodynamic therapy. The rational design of the conjugate integrates isomeric purity of the phthalocyanine core substitution, suitable biocompatibility with the use of polyoxo water-solubilizing substituents, and a convergent synthetic strategy ended by the use of click chemistry to graft the Gd-DOTA moiety to the phthalocyanine. Photophysical and photochemical properties, contrast imaging experiments and preliminary in vitro investigations proved that such a combination is relevant and lead to a new type of potential theranostic agent.
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    ItemOpen Access
    Template-directed photochemical homodimerization and heterodimerization reactions of cinnamic acids
    (American Chemical Society, 2021-09-01) Yağcı, Bilge Banu; Zorlu, Y.; Türkmen, Yunus Emre
    We developed a general method for the selective photochemical homo- and heterodimerization of cinnamic acid derivatives with the use of commercially available 1,8-dihydroxynaphthalene as a covalent template. A variety of symmetrical and unsymmetrical β-truxinic acids were obtained in high yields and as single diastereomers. The use of a template not only provides the alignment of the two olefins with suitable proximity (<4.2 Å) but also allows the heterodimerization of two different cinnamic acids, leading to unsymmetrical β-truxinic acid products.