Synthesis of 13,14-dialkylpicenes and hindered rotation of the alkyl groups as studied by dynamic NMR spectroscopy and molecular mechanics calculations

Anderson, J. Edgar; Bettels, B.R.

doi:10.1039/p29900001121

Cited by 4 publications

(1 citation statement)

References 12 publications

Supporting

Mentioning

Contrasting

Order By: Relevance

“…The pyrolysis of naphthalene, anthracene, pentacene, perylene, and coronene at 8 GPa suggests that the temperature (1280 °C) for diamond formation does not depend on the nature of the starting PAH for all investigated compounds. 367 Several other substituted pentacene structures, such as 6,13-diethylpentacene, 368 6,13-dihydroxypentacene, 369 [b]-cyclohexenepentacene, 370 1,4,8,11-tetramethoxypentacene, 371 1,11,12,13,14-pentahydroxypentacene, 371 1,11,12,13,14-pentakis(hydroxymethyl)pentacene, 372 6,13-dichloropentacene, 373 and 5,6,7,-12,13,14-hexachloropentacene, 374 have been claimed in the literature, but only one of these (1,4,8,11tetramethoxypentacene) has been fully characterized. To the best of our knowledge, the application of any of these materials in FETs or other electronic devices has not been reported to date.…”

Section: Substituted Pentacenesmentioning

confidence: 99%

Tetrathiafulvalenes, Oligoacenenes, and Their Buckminsterfullerene Derivatives: The Brick and Mortar of Organic Electronics

2004

View full text Add to dashboard Cite

Section: Substituted Pentacenesmentioning

confidence: 99%

Tetrathiafulvalenes, Oligoacenenes, and Their Buckminsterfullerene Derivatives: The Brick and Mortar of Organic Electronics

2004

View full text Add to dashboard Cite

The McMurry Coupling and Related Reactions

Takeda

Tsubouchi

2013

Organic Reactions

View full text Add to dashboard Cite

The McMurry coupling reaction has been recognized as one of the most efficient methods for the synthesis of alkenes from carbonyl compounds. This reaction can be applied to the preparation of various alkenes that are otherwise difficult to prepare. For example, sterically congested tetrasubstituted alkenes as well as medium to large membered rings involving natural products may be accessed via this process. This coupling utilizes various low‐valent titanium reagents generated by the reduction of titanium (III or IV) chloride with K, Zn, LiAlH 4 , C 8 K, amongst others. Furthermore, a variety of low‐valent metal species other than titanium, including aluminum, zirconium, niobium, molybdenum, indium, tungsten, and samarium, have also been found to promote the reductive coupling of carbonyl compounds. The scope and limitations of these reagent systems are reviewed in this chapter, together with the stereochemistry and reaction mechanism. This reaction is categorized into four coupling modes: i) homocoupling giving symmetrical alkenes, ii) mixed coupling giving unsymmetrical alkenes, iii) intramolecular coupling giving cycloalkenes, and iv) tandem coupling giving cyclic polyenes. Characteristics of these reaction modes are described briefly. A selection of synthetic applications are reviewed, including examples of the preparation of sterically congested and strained alkenes, medium to large‐ring compounds, biologically active targets, as well as substrates applicable in material science. Experimental conditions used for this versatile process are summarized to assist the choice of suitable conditions.

show abstract

ChemInform Abstract: Synthesis of 13,14‐Dialkylpicenes and Hindered Rotation of the Alkyl Groups as Studied by Dynamic NMR Spectroscopy and Molecular Mechanics Calculations

Anderson

Bettels

1990

ChemInform

View full text Add to dashboard Cite

Synthesis of 13,14-dialkylpicenes and hindered rotation of the alkyl groups as studied by dynamic NMR spectroscopy and molecular mechanics calculations

Cited by 4 publications

References 12 publications

Tetrathiafulvalenes, Oligoacenenes, and Their Buckminsterfullerene Derivatives: The Brick and Mortar of Organic Electronics

Tetrathiafulvalenes, Oligoacenenes, and Their Buckminsterfullerene Derivatives: The Brick and Mortar of Organic Electronics

The McMurry Coupling and Related Reactions

ChemInform Abstract: Synthesis of 13,14‐Dialkylpicenes and Hindered Rotation of the Alkyl Groups as Studied by Dynamic NMR Spectroscopy and Molecular Mechanics Calculations

Contact Info

Product

Resources

About