Method for monitoring the stereoselectivity and relative rate of organic chemical reactions
申请人:Berkowitz B. David
公开号:US20060263895A1
公开(公告)日:2006-11-23
A method for monitoring the stereoselectivity of at least one organic chemical reaction and the relative rate of at least one organic chemical reaction, wherein the reaction produces a product that can exist as at least two stereoisomers, the process comprising: providing a first reaction zone containing (1) an organic phase comprising the reaction mixture for producing the product and (2) an aqueous phase adjacent to, but substantially immiscible with the organic phase, the aqueous phase containing at least one first sensing agent that preferentially acts on a first stereoisomer in the product to produce a monitorable change, the product being diffusible into the aqueous layer (2). providing a second reaction zone containing (A) an organic phase also comprising the reaction mixture for producing the product and (B) an aqueous phase adjacent to, but substantially immiscible with the organic phase, the aqueous phase containing at least one sensing agent that is different from the first sensing agent and that [i] also preferentially acts on the first stereoisomer in the product, but with a different stereoselectivity for the stereoisomers formed in the product than the first sensing agent to produce a monitorable change or [ii] acts at equal rates on both formed stereoisomers of the product to produce a monitorable change or [iii] preferentially acts on a second stereoisomer in the product to produce a monitorable change, the product being diffusible into the aqueous layer (B), conducting the reactions in the organic phases (1) and (A) to produce the products, allowing the products to diffuse into the aqueous phases (2) and (B) and react with the first and second sensing agents, monitoring the changes caused by the reactions with the first and second sensing agents and determining from the changes the relative rate and stereoselectivity of the organic chemical reaction in the organic phases (1) and (2). Also disclosed are methods for identifying and preparing catalysts for the above reactions.
一种用于监测至少一种有机化学反应的立体选择性和至少一种有机化学反应的相对速率的方法,其中该反应产生的产物可以存在至少两个立体异构体,该过程包括:提供第一反应区,其中包含(1)用于产生产物的反应混合物的有机相和(2)与有机相相邻但与有机相不相混的水相,水相含有至少一种第一感应剂,该感应剂优先作用于产物中的第一立体异构体以产生可监测的变化,产物可扩散到水层(2);提供第二反应区,其中包含(A)也包括用于产生产物的反应混合物的有机相和(B)与有机相相邻但与有机相不相混的水相,水相含有至少一种感应剂,该感应剂与第一感应剂不同,并且[i] 也优先作用于产物中的第一立体异构体,但其立体选择性与第一感应剂形成的产物的立体异构体不同,以产生可监测的变化,或者[ii] 在产物的两个形成的立体异构体上以相等的速率作用,以产生可监测的变化,或者[iii] 优先作用于产物中的第二立体异构体以产生可监测的变化,产物可扩散到水层(B);在有机相(1)和(A)中进行反应以产生产物,使产物扩散到水相(2)和(B)并与第一和第二感应剂反应,监测由第一和第二感应剂反应引起的变化,并从变化中确定有机化学反应在有机相(1)和(2)中的相对速率和立体选择性。还公开了用于识别和制备上述反应的催化剂的方法。