Phthalocyanines and related compounds: XLVI. [4+2]-cycloaddition of tetraazaporphine to dienes of the cyclopentadiene series

被引：6

作者：

Dudkin, S. V. ^{[1
]}

Makarova, E. A. ^{[1
]}

Luk'yanets, E. A. ^{[1
]}

机构：

[1] Sci Res Inst Organ Half Prod & Dyes, Moscow 123995, Russia

来源：

RUSSIAN JOURNAL OF GENERAL CHEMISTRY | 2008年 / 78卷 / 07期

基金：

俄罗斯基础研究基金会;

关键词：

Diene; General Chemistry; Phthalocyanine; Electronic Absorption Spectrum; Cyclopentadiene;

D O I：

10.1134/S1070363208070281

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

The [4+2]-cycloaddition reaction of unsubstituted tetraazaporphine as the dienophile with a series of dienes of the cyclopentadiene series gave novel norbornene-condensed tetraazachlorins, tetraazabacteriochlorins, and tetraazaisobacteriochlorins. It was shown that, depending on the type of the diene, the reagent ratio, reaction time, and temperature mono-or bis-adducts are formed. The compounds obtained were characterized by the elemental analyses, electronic absorption spectra, H-1 NMR spectra, and mass spectra.

引用

页码：1441 / 1446

页数：6

共 50 条

[31] Fe-BPsalan Complex-Catalyzed Asymmetric [4+2] Cycloaddition of Cyclopentadiene with α,β-Unsaturated Heterocycles
Chen, Kai-Ge
Lu, Hao
Zhou, Yi-Ming
Wan, Xiao-Long
Wang, Hao-Yang
Xu, Zhen-Jiang
Guo, Hai-Ming
Che, Chi-Ming
JOURNAL OF ORGANIC CHEMISTRY, 2022, 87 (13): : 8289 - 8302
[32] SYNTHESIS OF SOME NEW POLYNUCLEAR COMPOUNDS BY [4+2]-CYCLOADDITION REACTION
SAMANTA, SR
MUKHERJEE, AK
BHATTACHARYYA, AJ
CURRENT SCIENCE, 1988, 57 (17): : 926 - 931
[33] Cycloaddition reactions between cyclopentadiene and ketene. Ab initio examination of [2+2] and [4+2] pathways
Salzner, U
Bachrach, SM
JOURNAL OF ORGANIC CHEMISTRY, 1996, 61 (01): : 237 - 242
[34] [2+4] vs [4+2] Cycloaddition reactions of o-thioquinones with 1,3-dienes
Menichetti, S
Viglianisi, C
TETRAHEDRON, 2003, 59 (29) : 5523 - 5530
[35] Control over [2+2+2] and carbonylative [4+2] cycloaddition by CO pressure in co-catalyzed cycloaddition between internal diynes and cyclopentadiene
Kim, Do Han
Chung, Young Keun
Han, Jin Wook
BULLETIN OF THE KOREAN CHEMICAL SOCIETY, 2008, 29 (06) : 1224 - 1228
[36] [4+2] Cycloaddition Reaction of Cyclic Alkyne-{Co2(CO)6} Complexes with Dienes
Iwasawa, Nobuharu
Ooi, Isao
Inaba, Kennichi
Takaya, Jun
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2010, 49 (41) : 7534 - 7537
[37] Dienes from the C5 pyrolyzate fraction in thermal and catalytic [4+2]-cycloaddition reactions
Gasanov, A. G.
Mamedbeili, E. G.
Guseinov, N. S.
Ayubov, I. G.
Gasanov, Kh. I.
PETROLEUM CHEMISTRY, 2013, 53 (01) : 54 - 58
[38] Catalytic cascade hydroalkoxylation/isomerization/[4+2] cycloaddition using enyne alcohols as latent dienes or dienophilest
Guo, Rui
Li, Kang-Nan
Gong, Liu-Zhu
ORGANIC & BIOMOLECULAR CHEMISTRY, 2013, 11 (39) : 6707 - 6712
[39] Cationic Iron(III) Porphyrin-Catalyzed [4+2] Cycloaddition of Unactivated Aldehydes with Simple Dienes
Fujiwara, Kyohei
Kurahashi, Takuya
Matsubara, Seijiro
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2012, 134 (12) : 5512 - 5515
[40] "On Water" Organocatalyzed [4+2] Cycloaddition of Enones and Nitro Dienes for the Enantioselective Synthesis of Densely Substituted Cyclohexanones
Vamisetti, Ganga B.
Chowdhury, Raghunath
Kumar, Mukesh
Ghoshi, Sunil K.
ORGANIC LETTERS, 2016, 18 (09) : 1964 - 1967

← 1 2 3 4 5 →