Thiacyclobutadiene and thiabenzene - A comparative theoretical analysis
| ISSN: |
0040-4020
|
|---|---|
| Source: |
Elsevier Journal Backfiles on ScienceDirect 1907 - 2002
|
| Topics: |
Chemistry and Pharmacology
|
| Type of Medium: |
Electronic Resource
|
| URL: |
| _version_ | 1798291335013203969 |
|---|---|
| autor | Bernardi, F. Epiotis, N.D. Shaik, S. Mislow, K. |
| autorsonst | Bernardi, F. Epiotis, N.D. Shaik, S. Mislow, K. |
| book_url | http://linkinghub.elsevier.com/retrieve/pii/0040-4020(77)80450-X |
| datenlieferant | nat_lic_papers |
| fussnote | The two title compounds have been investigated theoretically using an ab initio SCF-MO treatment at the minimal STO-3G level. It has been found that in the most stable conformation thiacyclobutadiene has all atoms approximately in the same plane except for the H atom bonded to sulphur (i.e. a pyramidal sulphur). On the other hand, in the most stable conformation of thiabenzene, the sulphur atom not only is pyramidal, but also ~10^o out of the plane containing the carbon system. The barriers to pyramidal inversion at the sulphur centres are ~48 and ~56 kcalmol for thiacyclobutadiene and thiabenzene, respectively. The properties of these molecules are rationalized by means of Perturbation Molecular Orbital (PMO) theory. |
| hauptsatz | hsatz_simple |
| identnr | NLZ175866791 |
| iqvoc_descriptor_title | iqvoc_00000708:analysis |
| issn | 0040-4020 |
| journal_name | Tetrahedron |
| materialart | 1 |
| package_name | Elsevier |
| publikationsort | Amsterdam |
| publisher | Elsevier |
| reference | 33 (1977), S. 3061-3067 |
| search_space | articles |
| shingle_author_1 | Bernardi, F. Epiotis, N.D. Shaik, S. Mislow, K. |
| shingle_author_2 | Bernardi, F. Epiotis, N.D. Shaik, S. Mislow, K. |
| shingle_author_3 | Bernardi, F. Epiotis, N.D. Shaik, S. Mislow, K. |
| shingle_author_4 | Bernardi, F. Epiotis, N.D. Shaik, S. Mislow, K. |
| shingle_catch_all_1 | Bernardi, F. Epiotis, N.D. Shaik, S. Mislow, K. Thiacyclobutadiene and thiabenzene - A comparative theoretical analysis 0040-4020 00404020 Elsevier |
| shingle_catch_all_2 | Bernardi, F. Epiotis, N.D. Shaik, S. Mislow, K. Thiacyclobutadiene and thiabenzene - A comparative theoretical analysis 0040-4020 00404020 Elsevier |
| shingle_catch_all_3 | Bernardi, F. Epiotis, N.D. Shaik, S. Mislow, K. Thiacyclobutadiene and thiabenzene - A comparative theoretical analysis 0040-4020 00404020 Elsevier |
| shingle_catch_all_4 | Bernardi, F. Epiotis, N.D. Shaik, S. Mislow, K. Thiacyclobutadiene and thiabenzene - A comparative theoretical analysis 0040-4020 00404020 Elsevier |
| shingle_title_1 | Thiacyclobutadiene and thiabenzene - A comparative theoretical analysis |
| shingle_title_2 | Thiacyclobutadiene and thiabenzene - A comparative theoretical analysis |
| shingle_title_3 | Thiacyclobutadiene and thiabenzene - A comparative theoretical analysis |
| shingle_title_4 | Thiacyclobutadiene and thiabenzene - A comparative theoretical analysis |
| sigel_instance_filter | dkfz geomar wilbert ipn albert fhp |
| source_archive | Elsevier Journal Backfiles on ScienceDirect 1907 - 2002 |
| timestamp | 2024-05-06T08:30:59.174Z |
| titel | Thiacyclobutadiene and thiabenzene - A comparative theoretical analysis |
| titel_suche | Thiacyclobutadiene and thiabenzene - A comparative theoretical analysis The two title compounds have been investigated theoretically using an ab initio SCF-MO treatment at the minimal STO-3G level. It has been found that in the most stable conformation thiacyclobutadiene has all atoms approximately in the same plane except for the H atom bonded to sulphur (i.e. a pyramidal sulphur). On the other hand, in the most stable conformation of thiabenzene, the sulphur atom not only is pyramidal, but also ~10^o out of the plane containing the carbon system. The barriers to pyramidal inversion at the sulphur centres are ~48 and ~56 kcalmol for thiacyclobutadiene and thiabenzene, respectively. The properties of these molecules are rationalized by means of Perturbation Molecular Orbital (PMO) theory. |
| topic | V |
| uid | nat_lic_papers_NLZ175866791 |