Theoretical determination of molecular structure and conformation. Part 12. Puckering of 1,3,5-cycloheptatriene, 1H-azepine, oxepine and their norcaradienic valence tautomers

URN to cite this document:

urn:nbn:de:bvb:355-epub-54939 Copy

DOI to cite this document:

10.5283/epub.5493 Copy

Cremer, Dieter ; Dick, Bernhard ; Christeu, Dines

Preview

PDF (974kB)

Date of publication of this fulltext: 05 Aug 2009 13:50

---

Alternative links to fulltext:DOI

---

Details

Item type:	Article
Journal or Publication Title:	Theochem. Journal of Molecular Structure
Publisher:	Elsevier
Volume:	19
Number of Issue or Book Chapter:	3-4
Page Range:	pp. 277-291
Date:	1984
Additional Information (public):	CAN 102:94944 22-2 Physical Organic Chemistry 291-70-3; 544-25-2; 1488-25-1; 12764-48-6; 14515-09-4; 57784-62-0 Role: PRP (Properties) (geometry and conformation of)
Institutions:	Chemistry and Pharmacy > Institut für Physikalische und Theoretische Chemie > Chair of Chemistry III - Physical Chemistry (Molecular Spectroscopy and Photochemistry) > Prof. Dr. Bernhard Dick
Identification Number:	Value Type 1985:94944 Other 10.1016/0166-1280(84)80077-9 DOI
Keywords:	Transition state structure (conformation inversion in cyclohexatriene, azepine, oxepin and their norcaradienic valence tautomers); Inertia (moment of, with cyclohexatrienes); Molecular orbital (of cycloheptatriene, azepine, oxepin and their norcaradienic valence tautomers); Conformation and Conformers; Molecular structure (of cycloheptatriene, azepine, oxepin, and their norcaradienic valence tautomers); Potential barrier (inversional, of cycloheptatriene, azepine, oxepin, and their norcaradienic valence tautomers); MO cycloheptatriene azepine oxepin; geometry cycloheptatriene azepine oxepin; conformation cycloheptatriene azepine oxepin; inversion barrier cycloheptatriene azepine oxepin
Dewey Decimal Classification:	500 Science > 540 Chemistry & allied sciences
Status:	Published
Refereed:	Yes, this version has been refereed
Created at the University of Regensburg:	No
Item ID:	5493

Preview

Export bibliographical data

ASCII CitationAtomBibTeXData Cite XMLDataCite XML OAIDublin CoreEndNoteHTML CitationJSON LDMETSMODSOpenAPCRDF+N-TriplesRDF+N3RDF+XMLReferReference ManagerSimple MetadataXMLxMetaDissPlus

---

Abstract

RHF calcns. have been carried out for 1,3,5-cycloheptatriene, norcaradiene, 1H-azepine, benzenimine (azanorcaradiene), oxepin and benzene oxide (oxanorcaradiene) employing the STO-3G, 4-31G and 6-31G* basis sets. Theor. geometries, conformation and barriers to ring inversion have been obtained and compared with the available exptl. structural data. The cyclotrienes possess a boat conformation ...

Abstract

RHF calcns. have been carried out for 1,3,5-cycloheptatriene, norcaradiene, 1H-azepine, benzenimine (azanorcaradiene), oxepin and benzene oxide (oxanorcaradiene) employing the STO-3G, 4-31G and 6-31G* basis sets. Theor. geometries, conformation and barriers to ring inversion have been obtained and compared with the available exptl. structural data. The cyclotrienes possess a boat conformation with a const. admix. of 22% chair character leading to a flattening of the triene part and p-electron delocalization typical for a planar polyene. The structural data suggest that cyclic delocalization of either 6p (homoaromaticity) or 8p electrons (antiaromaticity) is not present in the 3 cyclotrienes. The former possibility, however, cannot be excluded in the case of 3 norcaradienes.

---

---

Metadata last modified: 26 Nov 2020 15:40

Owner only: item control page

Download Statistics

Download Statistics

Download Statistics

Download Statistics

Downloads

Downloads per month over past year

Altmetric

Altmetric

Altmetric

Alternative Statistics (altmetrics)

More literature (via CORE)

More literature (via CORE)

More literature (via CORE)

More literature (via CORE)