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    • 46. 发明申请
    • Synthesis of Trivalent Flexible Frameworks with Ligands Comprising Catechol Units for Functionalizing Surfaces
    • 含有包含功能化表面的儿茶酚单元的配体的三价柔性框架的合成
    • US20130245270A1
    • 2013-09-19
    • US13821650
    • 2011-09-07
    • Wolfgang MaisonFaiza KhalilElisa Franzmann
    • Wolfgang MaisonFaiza KhalilElisa Franzmann
    • C07C233/18C07C237/06C07C231/14C07C231/02
    • C07C233/18C07C231/02C07C231/14C07C237/06C07C237/08C07C271/22Y02P20/55
    • The present invention describes tripodal catechol derivatives with a flexible basic framework for the functionalisation of surfaces, and methods for their production and use. The central atom of the flexible framework is hereby a tertiary aliphatic carbon atom. The remaining fourth bridgehead position is easily suitable to be further functionalised via so-called click reactions, e.g. with biomolecules, dyes, radiomarkers, polyethylene glycol or active agents.The compounds according to the present invention have the general formula X—C[(CH2)n—YZ]3, wherein X stands for a group —(CH2)p—R5, wherein p=0 to 10 and R5 is selected from —H, —NH2, —NO2, —OH, —SH, —O—NH2, —NH—NH2, —N═C═S—, —N═C═O—, —CH═CH2, —C≡CH, —COOH, —(C═O)H, —(C═O)R6Y stands for —CH2—, —CH═CH—, —C≡C—, —O—, —S—, —S—S—, —NH—, —O—NH—, —NH—O—, —HC═N—O—, —O—N═CH—, —NR1—, -Aryl-, -Heteroaryl-, —(C═O)—, —O—(C═O)—, —(C═O)—O—, —NH—(C═O)—, —(C═O)—NH—, —NR1—(C═O)—, —(C═O)—NR1—, —NH—(C═O)—NH—, —NH—(C═S)—NH—, R1 stands for an aryl group, R6 for an alkyl, alkenyl, alkynyl, aryl or heteroaryl group, and Z stands for a catechol derivative.The production of the compounds occurs by reacting a compound X—C[(CH2)n—Y′]3 with a reagent Y″Z to the corresponding compound X—C[(CH2)n—YZ]3 and subsequent purification of the reaction product.Y′ and Y″ are hereby precursors of Y. The compounds according to formula (I) according to the present invention are suitable to be used in a method to functionalize surfaces. The X group of the compounds according to the present invention is suitable to be optionally coupled to an effector, for example, by means of click chemistry.
    • 本发明描述了具有用于表面官能化的柔性基本框架的三节节儿茶酚衍生物及其生产和使用的方法。 因此,柔性骨架的中心原子是叔脂族碳原子。 剩下的第四个桥头堡位置很容易适合于通过所谓的点击反应进一步功能化。 与生物分子,染料,辐射标记物,聚乙二醇或活性剂。 根据本发明的化合物具有通式XC [(CH2)n -YZ] 3,其中X代表基团 - (CH2)p-R5,其中p = 0至10,R5选自-H, -NH 2,-NO 2,-OH,-SH,-O-NH 2,-NH-NH 2,-N = C = S-,-N = C = O - , - CH = CH 2,-C = CH,-COOH , - (C = O)H, - (C = O)R 6Y代表-CH 2 - , - CH = CH - , - C≡C-, - O - , - S-,-SS-,-NH-, -O-NH-,-NH-O-,-HC = NO-,-ON = CH-,-NR1-, - 酰基 - , - 芳基芳基 - , - (C = O) - , - (C = O) - , - (C = O) - , - (C = O)-NH-, - NR 1 - (C = O) - , - -NR1-,-NH-(C = O)-NH-,-NH-(C = S)-NH-,R1代表芳基,R6代表烷基,烯基,炔基,芳基或杂芳基, Z代表儿茶酚衍生物。 通过使化合物X-C [(CH 2)n -Y'] 3与试剂Y''Z反应到相应的化合物X-C [(CH 2)n -YZ] 3并随后纯化反应产物而发生化合物。 Y'和Y“是Y的前体。根据本发明的式(I)的化合物适合用于使表面官能化的方法。 根据本发明的化合物的X基团适合于任选地与效应子偶联,例如通过点击化学。