The Bergman reaction of dynemicin A – a quantum chemical investigation

Autor:	Bodil Ahlström, Elfi Kraka, Dieter Cremer
Rok vydání:	2002
Předmět:	Exothermic reaction Dynemicin A Chemistry Stereochemistry General Physics and Astronomy Ring (chemistry) Bond length chemistry.chemical_compound Molecular geometry Computational chemistry Bergman cyclization Enediyne Molecule Physical and Theoretical Chemistry
Zdroj:	Chemical Physics Letters. 361:129-135
ISSN:	0009-2614
DOI:	10.1016/s0009-2614(02)00932-6
Popis:	For the first time, the Bergman reaction of a naturally occurring enediyne, namely dynemicin A, is fully investigated at the DFT level of theory using the B3LYP hybrid functional and VDZ basis sets. The calculated geometry of dynemicin A agrees well with the X-ray structure of deoxydynemicin A. The activation barrier is calculated to be 19.4 kcal/mol, while the reaction energy is exothermic by −2.1 kcal/mol, reflecting the destabilization of the enediyne unit by incorporation into a tricyclic ring system. The energetics of dynemicin A reveal that the enediyne is biologically active at body temperature.
Databáze:	OpenAIRE
Externí odkaz:	https://explore.openaire.eu/search/publication?articleId=doi_________::727e5490e77a9cf93b19cf92433e38e9 https://doi.org/10.1016/s0009-2614(02)00932-6 Zobrazit plný text záznamu Full Text from ScienceDirect