Mechanistic studies of carbonate macrocyclization: Rates of carbonate bond formation

Conference · Fri Dec 31 00:00:00 EST 1993

OSTI ID:141577

Aquino, E; Brittain, W J ^[1]; Brunelle, D J ^[2]

---

1. Univ. of Akron, OH (United States)
2. GE Corporate Research and Development, Schenectady, NY (United States)

High yields of cyclic oligomeric carbonates can be prepared using an amine-catalyzed reaction of bisphenol A-bischloroformate. The authors have studied the kinetics of this carbonate macrocyclization by the isolated study of key chemical events. Using stopped-flow FT-IR spectroscopy, it was found that the rate of carbonate formation between the intermediate acyl ammonium salt (1) and 4-isopropylphenol (4-IPP) is the same for tributylamine, triethylamine and diethylmethylamine. Previously, it was found that conversion of 1 to urethane was also insensitive to amine structure while the formation of 1 is profoundly dependent on amine structure.

• OSTI ID: 141577
• Report Number(s): CONF-930304-; TRN: 93:003688-1257
• Resource Relation: Conference: 205. American Chemical Society national meeting, Denver, CO (United States), 28 Mar - 2 Apr 1993; Other Information: PBD: 1993; Related Information: Is Part Of 205th ACS national meeting; PB: 1951 p.
• Country of Publication: United States
• Language: English

Related Subjects

40 CHEMISTRY
36 MATERIALS SCIENCE
CARBONATES
CYCLIZATION
CHEMICAL BONDS
CHEMICAL REACTION KINETICS
INFRARED SPECTRA