Synthesis and X-ray analysis of isomeric diazadithia-pentacenes.
(2003) In Heterocycles 60(9). p.2045-2056- Abstract
- The isomeric diazadithiapentacenes (3) and (4) were obtained in reactions of 2-chloro-3-bromoquinoline (5) with selected sulfur reagents in various conditions. The 1,4-dithiin ring opening in diazadithiapentacene (3) led to 2,3’-diquinolinyl sulfide or (via the Smiles rearrangement stage of the S→S type) to 3,3’-diquinolinyl sulfide or to diazadithiapentacene (4) depending on reaction conditions. The X-Ray study of pentacenes (3) and (4) revealed non-planar and folded structures along the central sulfur-sulfur axis. The central six-membered ring is in a boat conformation.
Please use this url to cite or link to this publication:
https://lup.lub.lu.se/record/128422
- author
- Nowak, M ; Pluta, K ; Kloc, C and Siegrist, Theo LU
- organization
- publishing date
- 2003
- type
- Contribution to journal
- publication status
- published
- subject
- in
- Heterocycles
- volume
- 60
- issue
- 9
- pages
- 2045 - 2056
- publisher
- Japan Institute of Heterocyclic Chemistry
- external identifiers
-
- scopus:0042738000
- ISSN
- 0385-5414
- language
- English
- LU publication?
- yes
- additional info
- The information about affiliations in this record was updated in December 2015. The record was previously connected to the following departments: Polymer and Materials Chemistry (LTH) (011001041)
- id
- 16703fa2-6987-414f-9924-5c2b2fd9d9d0 (old id 128422)
- date added to LUP
- 2016-04-04 09:20:57
- date last changed
- 2022-01-29 17:27:40
@article{16703fa2-6987-414f-9924-5c2b2fd9d9d0, abstract = {{The isomeric diazadithiapentacenes (3) and (4) were obtained in reactions of 2-chloro-3-bromoquinoline (5) with selected sulfur reagents in various conditions. The 1,4-dithiin ring opening in diazadithiapentacene (3) led to 2,3’-diquinolinyl sulfide or (via the Smiles rearrangement stage of the S→S type) to 3,3’-diquinolinyl sulfide or to diazadithiapentacene (4) depending on reaction conditions. The X-Ray study of pentacenes (3) and (4) revealed non-planar and folded structures along the central sulfur-sulfur axis. The central six-membered ring is in a boat conformation.}}, author = {{Nowak, M and Pluta, K and Kloc, C and Siegrist, Theo}}, issn = {{0385-5414}}, language = {{eng}}, number = {{9}}, pages = {{2045--2056}}, publisher = {{Japan Institute of Heterocyclic Chemistry}}, series = {{Heterocycles}}, title = {{Synthesis and X-ray analysis of isomeric diazadithia-pentacenes.}}, volume = {{60}}, year = {{2003}}, }