Literature DB >> 20809649

Dinaphthoporphycenes.

Vladimir Roznyatovskiy1, Vincent Lynch, Jonathan L Sessler.   

Abstract

Naphthobipyrrole is a potentially useful building block for porphyrin and porphyrin analogue synthesis. Reported here is a simple, generalizable synthetic route to α-formylated, β-substituted naphthobipyrroles and their use in the preparation of binaphthoporphycenes. The resulting binaphthoporphycenes possess a planar geometry as determined via a single-crystal X-ray diffraction analysis; they also display absorption maxima that are bathochromically shifted compared to simple porphycenes.

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Year:  2010        PMID: 20809649      PMCID: PMC2945421          DOI: 10.1021/ol101931y

Source DB:  PubMed          Journal:  Org Lett        ISSN: 1523-7052            Impact factor:   6.005


  12 in total

1.  Fully conjugated porphyrin tapes with electronic absorption bands that reach into infrared.

Authors:  A Tsuda; A Osuka
Journal:  Science       Date:  2001-07-06       Impact factor: 47.728

2.  A benzodipyrrole-derived sapphyrin.

Authors:  Pradeepta K Panda; Young-Jin Kang; Chang-Hee Lee
Journal:  Angew Chem Int Ed Engl       Date:  2005-06-27       Impact factor: 15.336

3.  1H/2H NMR studies of geometric H/D isotope effects on the coupled hydrogen bonds in porphycene derivatives.

Authors:  Mariusz Pietrzak; Mohamed F Shibl; Martin Bröring; Oliver Kühn; Hans-Heinrich Limbach
Journal:  J Am Chem Soc       Date:  2007-01-17       Impact factor: 15.419

4.  Synthesis of symmetrical tetraaryltetranaphtho[2,3]porphyrins.

Authors:  Olga S Finikova; Sergei E Aleshchenkov; Raymond P Briñas; Andrei V Cheprakov; Patrick J Carroll; Sergei A Vinogradov
Journal:  J Org Chem       Date:  2005-06-10       Impact factor: 4.354

5.  BrF3, an underutilized reagent in organic chemistry: a novel C-C-N to C-N-C rearrangement.

Authors:  S Rozen; I Ben-David
Journal:  J Org Chem       Date:  2001-01-26       Impact factor: 4.354

6.  Synthesis, structures, and optical and electrochemical properties of benzoporphycenes.

Authors:  Daiki Kuzuhara; John Mack; Hiroko Yamada; Tetsuo Okujima; Noboru Ono; Nagao Kobayashi
Journal:  Chemistry       Date:  2009-10-05       Impact factor: 5.236

7.  Metalloporphycenes: synthesis and characterization of (pentamethylcyclopentadienyl)ruthenium sitting-atop and pi-complexes.

Authors:  Luciano Cuesta; Elizabeth Karnas; Vincent M Lynch; Ping Chen; Jing Shen; Karl M Kadish; Kei Ohkubo; Shunichi Fukuzumi; Jonathan L Sessler
Journal:  J Am Chem Soc       Date:  2009-09-23       Impact factor: 15.419

8.  Discotic liquid-crystalline materials based on porphycenes: a mesogenic metalloporphycene-tetracyanoquinodimethane (TCNQ) adduct.

Authors:  Marcin Stepień; Bertrand Donnio; Jonathan L Sessler
Journal:  Chemistry       Date:  2007       Impact factor: 5.236

9.  2,3,6,7-Tetraamino-9,9-bis(2-ethylhexyl)fluorene: new multifunctional monomer for soluble ladder-conjugated molecules and polymers.

Authors:  Xichuan Li; Yi Xiao; Xuhong Qian
Journal:  Org Lett       Date:  2008-06-03       Impact factor: 6.005

Review 10.  Porphycenes: synthesis and derivatives.

Authors:  David Sánchez-García; Jonathan L Sessler
Journal:  Chem Soc Rev       Date:  2007-07-09       Impact factor: 54.564

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  5 in total

1.  Functionalized 2,2'-Bipyrroles: Building Blocks for Pyrrolic Macrocycles.

Authors:  Gonzalo Anguera; James T Brewster; David Sánchez-García; Jonathan L Sessler
Journal:  Macroheterocycles       Date:  2018       Impact factor: 1.200

2.  Protonation-coupled redox reactions in planar antiaromatic meso-pentafluorophenyl-substituted o-phenylene-bridged annulated rosarins.

Authors:  Masatoshi Ishida; Soo-Jin Kim; Christian Preihs; Kei Ohkubo; Jong Min Lim; Byung Sun Lee; Jung Su Park; Vincent M Lynch; Vladimir V Roznyatovskiy; Tridib Sarma; Pradeepta K Panda; Chang-Hee Lee; Shunichi Fukuzumi; Dongho Kim; Jonathan L Sessler
Journal:  Nat Chem       Date:  2012-12-09       Impact factor: 24.427

3.  Gram-scale synthesis of porphycenes through acid-catalyzed oxidative macrocyclizations of E/Z-mixed 5,6-diaryldipyrroethenes.

Authors:  Toshikazu Ono; Ning Xu; Daiki Koga; Toshihiro Ideo; Manabu Sugimoto; Yoshio Hisaeda
Journal:  RSC Adv       Date:  2018-11-26       Impact factor: 3.361

4.  Crossed McMurry Coupling Reactions for Porphycenic Macrocycles: Non-Statistical Selectivity and Rationalisation.

Authors:  Thomas Y Cowie; Lorna Kennedy; Justyna M Żurek; Martin J Paterson; Magnus W P Bebbington
Journal:  European J Org Chem       Date:  2015-04-29

5.  Synthesis, Characterization and Protonation Behavior of Quinoxaline-Fused Porphycenes.

Authors:  Daiki Kuzuhara; Mika Sakaguchi; Wataru Furukawa; Takuya Okabe; Naoki Aratani; Hiroko Yamada
Journal:  Molecules       Date:  2017-05-31       Impact factor: 4.411

  5 in total

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