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Progress towards synthetic chlorins with graded polarity, conjugatable substituents, and wavelength tunability
Journal of Porphyrins and Phthalocyanines ( IF 1.5 ) Pub Date : 2015-02-16 , DOI: 10.1142/s1088424615500042
Doyoung Ra 1 , Kelly A Gauger 1 , Kannan Muthukumaran 1 , Thiagarajan Balasubramanian 1 , Vanampally Chandrashaker 1 , Masahiko Taniguchi 1 , Zhanqian Yu 2 , Daniel C Talley 2 , Melanie Ehudin 2 , Marcin Ptaszek 2 , Jonathan S Lindsey 1
Affiliation  

Advances in chlorin synthetic chemistry now enable the de novo preparation of diverse chlorin-containing molecular architectures. Five distinct molecular designs have been explored here, including hydrophobic bioconjugatable (oxo)chlorins; a hydrophilic bioconjugatable chlorin; a trans-ethynyl/iodochlorin building block; a set of chlorins bearing electron-rich (methoxy, dimethylamino, methylthio) groups at the 3-position; and a set of ten 3,13-disubstituted chlorins chiefly bearing groups with extended π-moieties. Altogether 23 new chlorins (17 targets, 6 intermediates) have been prepared. The challenge associated with molecular designs that encompass the combination of "hydrophilic, bioconjugatable and wavelength-tunable" chiefly resides in the nature of the hydrophilic unit.

中文翻译:

具有渐变极性、可共轭取代基和波长可调性的合成二氢卟酚的进展

现在,二氢卟酚合成化学的进展使从头制备各种含二氢卟酚的分子结构成为可能。这里探索了五种不同的分子设计,包括疏水性生物可共轭(氧代)二氢卟酚;亲水性可生物共轭二氢卟酚;反式乙炔基/碘氯素结构单元;一组在 3 位带有富电子(甲氧基、二甲氨基、甲硫基)基团的二氢卟酚;和一组 10 个 3,13-二取代的二氢卟酚,主要带有扩展 π-部分的基团。总共制备了 23 个新的二氢卟酚(17 个目标,6 个中间体)。与包含“亲水、生物共轭和波长可调”组合的分子设计相关的挑战主要在于亲水单元的性质。
更新日期:2015-02-16
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