Ferrocenyl-penta-(β-naphthyl)benzene — Synthesis, structure, and dynamic behaviour

2003 ◽  
Vol 81 (11) ◽  
pp. 1180-1186 ◽  
Author(s):  
Laura E Harrington ◽  
James F Britten ◽  
Michael J McGlinchey
Keyword(s):  
Crystal Structure ◽  
Carbon Monoxide ◽  
Low Temperature ◽  
Dynamic Behaviour ◽  
Variable Temperature ◽  
Alder Reaction ◽  
Diels Alder ◽  
Nmr Studies ◽  
X Ray ◽  
Diels Alder Reaction

3-Ferrocenyl-2,4,5-tri-(β-naphthyl)cyclopentadienone undergoes a Diels–Alder reaction with di-(β-naphthyl) acetylene to yield, after elimination of carbon monoxide, ferrocenyl-penta-(β-naphthyl)benzene (4). 1H and 13C variable-temperature NMR studies on 4 reveal the existence of multiple diastereoisomers at low temperature. These data are interpreted in terms of slowed rotation of the naphthyl groups, and are supported by the X-ray crystal structure of 4, which exhibits disorder at three of the naphthyl sites.Key words: sterically crowded molecules, hindered rotations, crystallography, NMR.

ChemInform Abstract: Abnormal Diels-Alder Reaction of 5-Alkoxyoxazoles with Tetracyanoethylene and X-Ray Crystal Structure of an Adduct.

ChemInform ◽  
2010 ◽  
Vol 23 (44) ◽  
pp. no-no
Author(s):  
T. IBATA ◽  
Y. ISOGAMI ◽  
H. NAKAWA ◽  
H. TAMURA ◽  
H. SUGA ◽  
...  
Keyword(s):  
Crystal Structure ◽  
Alder Reaction ◽  
Diels Alder ◽  
X Ray ◽  
Diels Alder Reaction

Facile One-Pot Synthesis and Crystal Structure of 2:1 Adducts of Myrcene (or Ocimene) with Benzoquinones

2020 ◽  
Vol 17 (8) ◽  
pp. 624-627
Author(s):  
Sujata V. Bhat ◽  
Rohan S. Pawar ◽  
P. Rajakannu
Keyword(s):  
Crystal Structure ◽  
Single Crystal ◽  
Alder Reaction ◽  
Diels Alder ◽  
One Pot ◽  
Synthesis And Crystal Structure ◽  
X Ray ◽  
One Pot Synthesis ◽  
Diels Alder Reaction

One-pot tandem oxidation and double Diels-Alder reaction of myrcene or ocimene with in situ generated 1,4-benzoquinone or 1,2-benzoquinone at 0°C for 1.5 h yielded polyalkylated 1,4,4a,5,8,8a,9a,10a-octahydro-9,10-anthracenediones and bis(alkylated) 9,10-phenanthrenedione respectively. The structure of novel bis-adduct from ocimene, (1R,4aR,5S,8aS,9aS,10aR)-rel- 1,4,4a,5,8,8a,9a,10a-octahydro-2,6-dimethyl-1,5-bis(3-methyl-2-buten-1-yl)-9,10-anthracenedione, was elucidated through single crystal X-ray analysis.

Abnormal Diels–Alder Reaction of 5-Alkoxyoxazoles with Tetracyanoethylene and X-Ray Crystal Structure of an Adduct

1992 ◽  
Vol 65 (7) ◽  
pp. 1771-1778 ◽  
Author(s):  
Toshikazu Ibata ◽  
Yasushi Isogami ◽  
Hiroyuki Nakawa ◽  
Hatsue Tamura ◽  
Hiroyuki Suga ◽  
...  
Keyword(s):  
Crystal Structure ◽  
Alder Reaction ◽  
Diels Alder ◽  
X Ray ◽  
Diels Alder Reaction

Reversible Heterolytic Si–H Bond Activation by an Intramolecular Frustrated Lewis Pair

2012 ◽  
Vol 67 (10) ◽  
pp. 987-994 ◽  
Author(s):  
Wanli Nie ◽  
Hendrik F. T. Klare ◽  
Martin Oestreich ◽  
Roland Fröhlich ◽  
Gerald Kehr ◽  
...  
Keyword(s):  
Crystal Structure ◽  
Low Temperature ◽  
Ambient Temperature ◽  
Bond Activation ◽  
Variable Temperature ◽  
Crystal Structure Analysis ◽  
Nmr Studies ◽  
X Ray ◽  
Predominant Species ◽  
Frustrated Lewis Pair

The intramolecular frustrated P/B Lewis pair Mes2PCH2CH2B(C6F5)2 (7) reacts readily with phenylsilane by heterolytic cleavage of the Si-H bond to give the zwitterion [Mes2(PhH2Si)P+CH2CH2B-H(C6F5)2] (8a), which has been fully characterized and its structure confirmed by X-ray crystal structure analysis. Variable-temperature NMR studies revealed that the reaction is reversible. Adduct 8a is the predominant species (ca. 98%) in CD2Cl2 solution at low temperature (193 K), whereas at ambient temperature (299 K) it exists in a ca. 7 : 3 equilibrium with unreacted 7 and PhSiH3. Diphenylsilane reacted similarly with the frustrated Lewis pair 7, however, the equilibrium was found to favor the starting materials in the investigated temperature range.

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