210417-68-8Relevant academic research and scientific papers
Transformation of Imine Cages into Hydrocarbon Cages
Schick, Tobias H. G.,Lauer, Jochen C.,Rominger, Frank,Mastalerz, Michael
supporting information, p. 1768 - 1773 (2019/01/22)
In contrast to organic cages which are formed by exploiting dynamic covalent chemistry, such as boronic ester cages, imine cages, or disulfide cages, those with a fully carbonaceous backbone are rarer. With the exception of alkyne metathesis based approac
Post-modification of the interior of porous shape-persistent organic cage compounds
Schneider, Markus W.,Oppel, Iris M.,Griffin, Alexandra,Mastalerz, Michael
supporting information, p. 3611 - 3615 (2013/04/24)
Interior decorating: A post-synthetic method allows porous organic cage compounds to be prepared with functionalized interior cavities. The approach produces modified cage compounds in quantitative yield and opens the possibility of preparing organic alloys with different functionality. The solution-based technique shows the advantage of solubility, an inherent property of porous materials derived from discrete organic molecules. Copyright
One-pot synthesis of a shape-persistent endo-functionalised nano-sized adamantoid compound
Mastalerz, Michael
supporting information; experimental part, p. 4756 - 4758 (2009/03/12)
A simple approach by reversible imine condensation to shape-persistent endo-functionalised nanocage compounds is presented. The Royal Society of Chemistry.
Synthesis of 1,2,9,10-tetrahydroxy[2.2]metacyclophanes via pinacol coupling reaction of 1,3-benzenedicarboxyaldehydes
Sahade, Daniel A.,Tsukamoto, Ken-Ichi,Thiemann, Thies,Sawada, Tsuyoshi,Mataka, Shuntaro
, p. 2573 - 2580 (2007/10/03)
Tetrahydroxy[2.2]metacyclophanes are formed via the aluminium mediated pinacol coupling reaction of 1,3-benzenedicarboxaldehydes. The results indicate that the presence of functional groups in the aromatic ring of the dialdehydes plays an important role in the formation of the cyclophane structure. Intramolecular coupling reactions as well as a comparison of different reductive systems are discussed in the work.
Improved Acylation Rates within Cyclodextrin Complexes from Flexible Capping of the Cyclodextrin and from Adjustment of the Substrate Geometry
Breslow, Ronald,Czarniecki, Michael F.,Emert, Jack,Hamaguchi, Hiroshi
, p. 762 - 770 (2007/10/02)
The acylation of β-cyclodextrin by bound substrates has been studied as a model for serine acylase enzymes such as chymotrypsin.Molecular model building suggested that previously examined substrates, which had given acylation rates only a few hundred times accelerated over the hydrolysis rates, were not optimal geometrically.In our work the geometry for such processes has been improved by fashioning an "intrusive floor" on the cyclodextrin cavity, leading to improved rates.Greater improvements have come from substrate modification, using substrates based on the cinnamic acid, adamantane, and ferrocene frameworks.The rates correlate well with the geometric predictions from molecular models.The best case leads to an acceleration of acylation, relative to hydrolysis, of 106-107-fold, exceeding that for chymotrypsin with p-nitrophenyl acetate.
