53622-85-8Relevant academic research and scientific papers
Monitoring on-chip pictet-spengler reactions by integrated analytical separation and label-free time-resolved fluorescence
Ohla, Stefan,Beyreiss, Reinhild,Fritzsche, Stefanie,Glaser, Petra,Nagl, Stefan,Stockhausen, Kai,Schneider, Christoph,Belder, Detlev
supporting information; experimental part, p. 1240 - 1246 (2012/03/26)
High-throughput screening for optimal reaction conditions and the search for efficient catalysts is of eminent importance in the development of chemical processes and for expanding the spectrum of synthetic methodologies in chemistry. In this context we report a novel approach for a microfluidic chemical laboratory integrating organic synthesis, separation and time-resolved fluorescence detection on a single microchip. The feasibility of our integrated laboratory is demonstrated by monitoring the formation of tetrahydroisoquinoline derivatives by Pictet-Spengler condensation. After on-chip reaction the products and residual starting material were separated enantioselectively on the same chip. On-chip deep UV laser-induced fluorescence detection with time-correlated single photon counting was applied for compound assignment. The system was utilized to screen reaction conditions and various substrates for Pictet-Spengler reactions on-chip. Finally, the microlab was successfully applied to investigate enantioselective reactions using BINOL-based phosphoric acids as organocatalysts. Chip trick: An integrated chip-based approach for rapid monitoring of organic synthesis at the microscale level is presented. This is achieved by the integration of microfluidic channels for reaction and electrophoresis on a single device together with time-correlated single-photon counting for compound identification (see figure). Copyright
