Applications of Molecular Modeling to Transition State Energies and Conformations

reportActive / Technical Report | Accession Number: ADA257130 | Open PDF

Abstract:

A quantitative model of Baldwins Rules for Ring Closure is constructed. Specific system of interest are the lactonization and intramolecular Michael addition. A simulated transition state for each of these reactions is determined for simplified intermolecular systems. The intermolecular system for lactonization is the attack of water on pronate formic acid. The intermolecular system for the Michael addition is the attack of water on protonated acrylic acid. These transition state geometries are determined at the AMI semi-empirical level. Results of these geometries are combined with force constant determined in this research to produce a molecular mechanics model for these transition states. Reactivity determinations made using this model for competitive lactonizations and intramolecular Michael additions are acceptable. A strain energy cutoff range for Baldwin Rule 5-Endo-Trig has been determined to be between 63.9 and 80.4 kcalmol. Chemistry - numerical solutions Organiz compounds - synthetic Chemistry Organic Molecules.

Author(s):
Mohs, John C.
Author Organization(s):
NAVAL ACADEMY ANNAPOLIS MD
Descriptive Note:
Final rept. 1991-1992
Supplementary Note:
DOI: 10.21236/ADA257130
Pagination:
0080

Security Markings

DOCUMENT & CONTEXTUAL SUMMARY

Distribution:
Approved For Public Release
Distribution Statement:
Approved For Public Release; Distribution Is Unlimited.

RECORD

Collection: TR
Identifying Numbers
Report Number(s):
USNA-TSPR-192
Monitor Series:
USNA
 Subject Terms
Joint Capability Areas:
JCA_7.2.1_Mitigate Lethal Effects; JCA_7.2_Mitigate; JCA_7_Protection; JCA_5_Command and Control; JCA_8.2.2_Provide Aid to Foreign Partners and Institutions; JCA_8.2_Shape; JCA_8_Building Partnerships; JCA_5.3_Planning; JCA_4.5.4_Requirements Definition; JCA_4.5_Operational Contract Support; JCA_1_Force Support; JCA_3.2_Engagement; JCA_3_Force Application; JCA_3.2.1_Kinetic Means; JCA_1.2_Force Preparation; JCA_1.2.6_Concepts; JCA_1.4_Force Support; JCA_1.2.5_Lessons Learned; JCA_1.4.2_Health Service Delivery; JCA_5.2.2_Develop Knowledge and Situational Awareness; JCA_5.2_Understand
Modernization Areas:
Microelectronics; Quantum Science and Computing
Communities of Interest:
No COI(s) Identified
Descriptor(s):
*SYNTHESIS(CHEMISTRY), *AROMATIC COMPOUNDS, CLOSURES, MODELS, ENERGY, RINGS, FORMIC ACID, ADDITION, ACRYLIC ACID, DETERMINATION, MECHANICS, REACTIVITIES, MOLECULES, ATTACK
Field(s)/Group(s):
Organic Chemistry, Physical Chemistry
Keyword(s):
*MOLECULAR MODELLING, LACTONIZATION
Report Date:
1992 May 08