Graphene oxide‐bound electron‐deficient tin(IV) porphyrin: a highly efficient and selective catalyst for trimethylsilylation of alcohols and phenols with hexamethyldisilazane

Abstract

The catalytic activity of graphene oxide‐bound tetrakis(p‐aminophenyl)porphyrinatotin(IV) trifluoromethanesulfonate, [SnIV(TNH2PP)(OTf)2], in the trimethylsilylation of alcohols and phenols with hexamethyldisilazane (HMDS) is reported. The prepared catalyst was characterized using inductively coupled plasma analysis, scanning electron microscopy, transmission electron microscopy, and Fourier transform infrared and diffuse reflectance UV–visible spectroscopies. This heterogeneous catalyst was used for selective trimethylsilylation of various alcohols and phenols with HMDS in short reaction times and high yields. Also, the catalyst is of high reusability and stability, in that it was recovered several times without loss of its initial activity. The chemoselectivity of this catalytic system in the silylation of primary alcohols in the presence of secondary and tertiary alcohols and also phenols was investigated.

Graphene Oxide and Derivatives: The Place in Graphene Family

“…GO and rGO in nanocomposite structure of photocatalyst act as binder, electrode and support for external chemical catalyst for carrying on the targeted reactions [85]. Recent publications also report the usage GO and rGO composites with nanoparticles of metals and other functionalization as effective conventional chemical catalyst for a variety of reactions [90][91][92][93] including synthesis of biofuel [94] The variety of functions of GO and rGO in nanocomposite graphene-based photocatalysts illustrates Figure 4B.…”

Direct and Regioselective Amination of β‐Unsubstituted 5,15‐Diazaporphyrins with Amines: A Convenient Route to Near‐Infrared‐Responsive Diazaporphyrin Sensitizers

“…[3] However,t hese reactions require prefunctionalization (nitration and halogenation) of porphyrin/DAP rings or astoichiometric amount of an oxidant, such as ahypervalent iodine compound or an amyl radical, to generate the precursors.F urthermore, synthetic difficulties concerning amination at multiple peripheral positions precludes straightforward access to multiaminated porphyrin/DAP derivatives. [9] Therefore,t he development of am ore convenient method for introducing one or more amino groups onto aD AP ring is an important challenge in both organic synthesis and materials science.…”