A Modular Approach towards Meso­porous Silica Monoliths with Organically Modified Pore Walls: Nucleophilic Addition, Olefin Metathesis, and Cycloaddition. Issue 13 (13th November 2015)

• Record Type: Journal Article
• Authors: Göbel, Ronald; Stoltenberg, Marcus; Krehl, Stefan; Biolley, Christine; Rothe, Regina; Schmidt, Bernd; Hesemann, Peter; Taubert, Andreas
• Other Names: Garcia Yann sponsoringEditor.; Su Bao‐Lian sponsoringEditor.
• Is Part Of: European journal of inorganic chemistry. Issue 13/14(2016)
• Page Start: 2088
• Page End: 2099
• Publication Date: 2015-11-13
• Subjects: Mesoporous materials -- Hybrid materials -- Surface chemistry -- Click chemistry -- Nucleophilic addition; Chemistry, Inorganic -- Periodicals; Organometallic chemistry -- Periodicals; Bioinorganic chemistry -- Periodicals; Solid state chemistry -- Periodicals; 546
• DOI: 10.1002/ejic.201500638
• Languages: English
• ISSNs: 1434-1948

Abstract

Abstract: We have synthesized mesoporous silica (monoliths) with defined surface chemistry by means of a number of addition reactions: (i) coupling of an isocyanate to a surface‐immobilized thiol, (ii) addition of an epoxide to a surface‐immobilized thiol, (iii) cross‐metathesis between two olefins, and (iv) Huisgen [2+3] cycloaddition of an alkyne‐functionalized silica monolith with an azide. Functionalization of the mesopores was observed, but there are significant differences between individual approaches. Isocyanate and epoxide additions lead to high degrees of functionalization, whereas olefin metathesis and [2+3] cycloaddition are less effective. We further show that the efficiency of the modification is about twice as high in mesoporous silica particles than in macroscopic silica monoliths. Abstract : Mesoporous silica monoliths with defined surface chemistry were synthesized by a number of reactions: (i) coupling of an isocyanate to a surface‐immobilized thiol, (ii) addition of an epoxide to a surface‐immobilized thiol, (iii) cross‐metathesis between two olefins, and (iv) Huisgen [2+3] cycloaddition of an alkyne‐functionalized silica monolith with an azide.