Cover Image

Preparation and structures of cyclic tetrathiadienes and tetrathiaenynes

Through the use of diisobutylaluminium hydride (DIBAH) we were able to reduce selectively the triple bond(s) of the following cyclic diynes: 1,4,7,10-tetrathiacyclodeca-2,8-diyne (1), 1,4,8,11-tetrathiacyclotetradeca-2,9-diyne (2), 1,4,9,12-tetrathiacyclohexadeca-2,10-diyne (3), 1,4,10,13-tetrathiac...

Full description

Saved in:
Bibliographic Details
Main Authors: Stäb, Tobias (Author) , Gleiter, Rolf (Author) , Rominger, Frank (Author)
Format: Article (Journal)
Language:English
Published: 24 July 2002
In: European journal of organic chemistry
Year: 2002, Issue: 16, Pages: 2815-2822
ISSN:1099-0690
DOI:10.1002/1099-0690(200208)2002:16<2815::AID-EJOC2815>3.0.CO;2-9
Online Access:Resolving-System, lizenzpflichtig, Volltext: https://doi.org/10.1002/1099-0690(200208)2002:16<2815::AID-EJOC2815>3.0.CO;2-9
Verlag, lizenzpflichtig, Volltext: https://chemistry-europe.onlinelibrary.wiley.com/doi/abs/10.1002/1099-0690%28200208%292002%3A16%3C2815%3A%3AAID-EJOC2815%3E3.0.CO%3B2-9
Get full text
Author Notes:Tobias H. Staeb, Rolf Gleiter, and Frank Rominger
Description
Summary:Through the use of diisobutylaluminium hydride (DIBAH) we were able to reduce selectively the triple bond(s) of the following cyclic diynes: 1,4,7,10-tetrathiacyclodeca-2,8-diyne (1), 1,4,8,11-tetrathiacyclotetradeca-2,9-diyne (2), 1,4,9,12-tetrathiacyclohexadeca-2,10-diyne (3), 1,4,10,13-tetrathiacyclooctadeca-2,11-diyne (4), 1,4,11,14-tetrathiacycloeicosa-2,12-diyne (5), 1,4,8,11-tetrathiacycloheptadeca-2,9-diyne (6), and 7,16-dioxa-1,4,10,13-tetrathiacyclooctadeca-2,11-diyne (7). The resulting cyclic enynes 8−14 and cyclic dienes 15−20 were isolated and characterized by their analytical data. In the cases of 8, 10, 11, 14, and 15−20 we were able to isolate single crystals, which were investigated by X-ray diffraction. For all molecular structures we found stair-like conformations. These shapes of the molecules were traced back to the zigzag arrangements of the hydrocarbon chains and the rigid building units (S−CH=CH−S) and/or (S−C≡C−S). In the solid-state forms of 11, 16, 17, and 19 we encountered columnar structures caused by close contacts between sulfur centers of neighboring rings. (© Wiley-VCH Verlag GmbH, 69451 Weinheim, Germany, 2002)
Item Description:Gesehen am 27.10.2020
Physical Description:Online Resource
ISSN:1099-0690
DOI:10.1002/1099-0690(200208)2002:16<2815::AID-EJOC2815>3.0.CO;2-9

Similar Items