Low dipole moment large β electrooptic chromophores based on exocyclic double bond conjugated bridge

2001 ◽  
Vol 46 (18) ◽  
pp. 1517-1522 ◽  
Author(s):  
Peng Wang ◽  
Shaojun Li ◽  
Cheng Ye
Keyword(s):  
Dipole Moment ◽  
Double Bond ◽  
Exocyclic Double Bond

A Theoretical Study of Monosubstituted Fulvenes

1990 ◽  
Vol 45 (6) ◽  
pp. 799-806 ◽  
Author(s):  
Hayfa M. Jarjis ◽  
Salim M. Khalil
Keyword(s):  
Dipole Moment ◽  
Double Bond ◽  
Theoretical Study ◽  
Heats Of Formation ◽  
Exocyclic Double Bond ◽  
Geometrical Parameters ◽  
Electron Densities ◽  
Orbital Energies ◽  
Optimization Of Geometry ◽  
Complete Optimization

AbstractMINDO-forces calculations have been done after complete optimization of geometry on X-monosubstituted fulvenes, where X is OH, NH2 , CH3, NO2, CN, F, dimethyl and cyclopropyl. It was found that all the substituents are stabilizing. The electron releasing substituents increase the dipole moment at the exocyclic double bond while the electron withdrawing ones increase the dipole moment at the endocyclic diene. Geometrical parameters, heats of formation, orbital energies and electron densities are reported.

scholarly journals Stereoselective total syntheses of (±)-sinularene and (±)-5-epi-sinularene: a general intramolecular Diels–Alder approach to tricyclic sesquiterpenes

1985 ◽  
Vol 63 (4) ◽  
pp. 993-995 ◽  
Author(s):  
Kazimierz Antczak ◽  
John F. Kingston ◽  
Alex G. Fallis
Keyword(s):  
Double Bond ◽  
Methyl Ester ◽  
Total Synthesis ◽  
Ring System ◽  
Diels Alder ◽  
Exocyclic Double Bond ◽  
Total Syntheses ◽  
Methyl Group ◽  
Secondary Hydroxyl ◽  
Selective Hydrogenolysis

Stereoselective total synthesis of (±)-sinularene and (±)-5-epi-sinularene are described. The sequence employs a "blocked" cyclopentadiene in which the cyclopropane unit also serves as a latent methyl group. Thus intramolecular [4 + 2] cycloaddition of the substituted methyl spiro[2.4]hepta-4,6-dien-1-yl)-2-pentenoate 11 affords 5-benzyloxy-6-isopropyl-8-carbomethoxytetracyclo[5.4.01,7.02,4.02,9]undec-10-ene (12) which after selective hydrogenolysis generates the tricyclo[4.4.01,6.02,8]decane (sinularene) ring system. Removal of the secondary hydroxyl function (Ph3P/CCl4/CH3CN; H2/Pd/C), reduction of the methyl ester (LiAlH4), and introduction of the exocyclic double bond (acetate pyrolysis, 550 °C) completes the synthesis of (±)-sinularene in 14 steps from cyclopentadiene. A parallel series of reactions employing the isopropyl epimer of 12 affords (±)-5-epi-sinularene.

Formation of Dihydroaza-azulanones Possessing Spirocyclic Moieties: [8+2] Type Cycloaddition Reactions of Iminotropones to an Exocyclic Double Bond of 8-Oxoheptafulvene

Heterocycles ◽  
1995 ◽  
Vol 41 (10) ◽  
pp. 2181 ◽  
Author(s):  
Katsuhiro Saito ◽  
Yuka Saito ◽  
Masayuki Tomita ◽  
Hiroshi Taniguchi ◽  
Hirofumi Okabayashi
Keyword(s):  
Double Bond ◽  
Exocyclic Double Bond ◽  
Cycloaddition Reactions

Structurally original oxathioethers macrocycles containing an exocyclic double-bond: synthesis, characterization, reactivity, and coordination

Tetrahedron ◽  
2014 ◽  
Vol 70 (35) ◽  
pp. 5650-5658 ◽  
Author(s):  
Guillaume Carel ◽  
Alina Saponar ◽  
Nathalie Saffon ◽  
Marc Vedrenne ◽  
Stéphane Massou ◽  
...  
Keyword(s):  
Double Bond ◽  
Exocyclic Double Bond

ChemInform Abstract: SYNTHESIS OF CYCLIC IMINES HAVING A CONJUGATED EXOCYCLIC DOUBLE BOND

1984 ◽  
Vol 15 (3) ◽  
Author(s):  
Y. NOMURA ◽  
T. BANDO ◽  
Y. TAKEUCHI ◽  
S. TOMODA
Keyword(s):  
Double Bond ◽  
Exocyclic Double Bond
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