A simple method for the synthesis of formate esters and formamides is presented based on the Au/TiO2-catalyzed aerobic oxidative coupling between alcohols or amines and formaldehyde. The suitable form of formaldehyde is paraformaldehyde, as cyclic trimeric 1,3,5-trioxane is inactive. The reaction proceeds via the formation of an intermediate hemiacetal or hemiaminal, respectively, followed by the Au nanoparticle-catalyzed aerobic oxidation of the intermediate. Typically, the oxidative coupling between formaldehyde (2 equiv) and amines occurs quantitatively at room temperature within 4 h, and there is no need to add a base as in analogous coupling reactions. The oxidative coupling between formaldehyde (typically 3 equiv) and alcohols is unprecedented and occurs more slowly, yet in good to excellent yields and selectivity. Minor side-products (2–12%) from the acetalization of formaldehyde by the alcohol are also formed. The catalyst is recyclable and can be reused after a simple filtration in five consecutive runs with a small loss of activity.
There is an overarching theme in Science Education to integrate in the school and university curriculum interdisciplinary state-of-art innovations. The field of Nanotechnology is such an example, because it combines the aforementioned interdisciplinarity and novelty with a well-documented educational value. Herein, a novel teaching approach concerning size-dependent properties at the nanoscale for chemistry and physics undergraduate students is proposed. The analysis of the scientific content and its following reconstruction for teaching purposes is based on the theoretical framework of the Model of Educational Reconstruction (MER). This analysis yielded two fundamental concepts and a series of activities that can be the main core of teaching Nanotechnology at a university level.
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