Rates of acidic hydrolysis of triptych boroxazolidines

• Main Author: Stump, Ronald Keith
• Format: Others
• Published: Scholarly Commons 1963
• Subjects: University of the Pacific Dissertations; Chemistry; Physical Sciences and Mathematics
• Online Access: https://scholarlycommons.pacific.edu/uop_etds/383; https://scholarlycommons.pacific.edu/cgi/viewcontent.cgi?article=1382&context=uop_etds

Upon looking at the results of calculation of the rate constants given in Table 2, there are revealed some general trends as to the influence of the substituent groups on the values of the rate constants. If the rate constants of the reaction are considered at a fixed temperature, the rates of reaction in Group I decrease as the substituent is gradually changed from methyl to isopropyl. As soon as the substituent is changed from alkyl to an ether type,the rate of cleavage increases nearer to that of the parent compound again. The rate of cleavage of the nitrogen-boron bond for the third group increases very drastically, indicating that the halogen weakens the bond.