Literature DB >> 17479168

Sparsely substituted chlorins as core constructs in chlorophyll analogue chemistry. I. Synthesis.

Marcin Ptaszek1, Brian E McDowell, Masahiko Taniguchi, Han-Je Kim, Jonathan S Lindsey.   

Abstract

Five routes to stable chlorins bearing 0 or 1 meso substituents have been investigated, among which reaction of a 9-bromo-1-formyldipyrromethane and 2,3,4,5-tetrahydro-1,3,3-trimethyldipyrrin proved most effective. Application of this route afforded metallochlorins [Cu(II), Zn(II), Pd(II)] including the chlorin lacking any beta-pyrrole and meso substituents.

Entities:  

Year:  2007        PMID： 17479168      PMCID： PMC1865127          DOI： 10.1016/j.tet.2007.02.038

Source DB:  PubMed          Journal:  Tetrahedron        ISSN： 0040-4020            Impact factor:   2.457


  28 in total

1.  SPECTRAL ABSORPTION PROPERTIES OF ORDINARY AND FULLY DEUTERIATED CHLOROPHYLLS A AND B.

Authors:  H H STRAIN; M R THOMAS; J J KATZ
Journal:  Biochim Biophys Acta       Date:  1963-11-29

2.  Hole burning, Stark effect, and data storage: 2: holographic recording and detection of spectral holes.

Authors:  C D Caro; A Renn; U P Wild
Journal:  Appl Opt       Date:  1991-07-10       Impact factor: 1.980

3.  Photodynamic therapy with PhotoPoint photosensitiser MV6401, indium chloride methyl pyropheophorbide, achieves selective closure of rat corneal neovascularisation and rabbit choriocapillaris.

Authors:  T A Ciulla; M H Criswell; W J Snyder; W Small
Journal:  Br J Ophthalmol       Date:  2005-01       Impact factor: 4.638

4.  Porphyrin, chlorin, and bacteriochlorin isothiocyanates: useful reagents for the synthesis of photoactive bioconjugates.

Authors:  J M Sutton; O J Clarke; N Fernandez; R W Boyle
Journal:  Bioconjug Chem       Date:  2002 Mar-Apr       Impact factor: 4.774

5.  Synthesis of meso-substituted chlorins via tetrahydrobilene-a intermediates.

Authors:  M Taniguchi; D Ra; G Mo; T Balasubramanian; J S Lindsey
Journal:  J Org Chem       Date:  2001-11-02       Impact factor: 4.354

6.  Rational syntheses of porphyrins bearing up to four different meso substituents.

Authors:  P D Rao; S Dhanalekshmi; B J Littler; J S Lindsey
Journal:  J Org Chem       Date:  2000-11-03       Impact factor: 4.354

7.  Synthetic chlorins bearing auxochromes at the 3- and 13-positions.

Authors:  Joydev K Laha; Chinnasamy Muthiah; Masahiko Taniguchi; Brian E McDowell; Marcin Ptaszek; Jonathan S Lindsey
Journal:  J Org Chem       Date:  2006-05-26       Impact factor: 4.354

8.  Hydroporphyrins as tumour photosensitizers: synthesis and photophysical studies of 2,3-dihydro-5,15-di(3,5-dihydroxyphenyl) porphyrin.

Authors:  Yann Ferrand; Ludovic Bourré; Gérard Simonneaux; Sonia Thibaut; Fabrice Odobel; Y Lajat; Thierry Patrice
Journal:  Bioorg Med Chem Lett       Date:  2003-03-10       Impact factor: 2.823

9.  Sparsely substituted chlorins as core constructs in chlorophyll analogue chemistry. I. Synthesis.

Authors:  Marcin Ptaszek; Brian E McDowell; Masahiko Taniguchi; Han-Je Kim; Jonathan S Lindsey
Journal:  Tetrahedron       Date:  2007-04-30       Impact factor: 2.457

10.  Excited-state energy-transfer dynamics in self-assembled triads composed of two porphyrins and an intervening Bis(dipyrrinato)metal complex.

Authors:  Lianhe Yu; Kannan Muthukumaran; Igor V Sazanovich; Christine Kirmaier; Eve Hindin; James R Diers; Paul D Boyle; David F Bocian; Dewey Holten; Jonathan S Lindsey
Journal:  Inorg Chem       Date:  2003-10-20       Impact factor: 5.165
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  9 in total

Review 1.  De novo synthesis of gem-dialkyl chlorophyll analogues for probing and emulating our green world.

Authors:  Jonathan S Lindsey
Journal:  Chem Rev       Date:  2015-06-12       Impact factor: 60.622

2.  Symmetrical and Nonsymmetrical Meso-Meso Directly Linked Hydroporphyrin Dyads: Synthesis and Photochemical Properties.

Authors:  Nopondo N Esemoto; Andrius Satraitis; Linda Wiratan; Marcin Ptaszek
Journal:  Inorg Chem       Date:  2017-11-15       Impact factor: 5.165

3.  Sparsely substituted chlorins as core constructs in chlorophyll analogue chemistry. III. Spectral and structural properties.

Authors:  Masahiko Taniguchi; Marcin Ptaszek; Brian E McDowell; Paul D Boyle; Jonathan S Lindsey
Journal:  Tetrahedron       Date:  2007-04-30       Impact factor: 2.457

4.  Sparsely substituted chlorins as core constructs in chlorophyll analogue chemistry. II. Derivatization.

Authors:  Masahiko Taniguchi; Marcin Ptaszek; Brian E McDowell; Jonathan S Lindsey
Journal:  Tetrahedron       Date:  2007-04-30       Impact factor: 2.457

5.  Sparsely substituted chlorins as core constructs in chlorophyll analogue chemistry. I. Synthesis.

Authors:  Marcin Ptaszek; Brian E McDowell; Masahiko Taniguchi; Han-Je Kim; Jonathan S Lindsey
Journal:  Tetrahedron       Date:  2007-04-30       Impact factor: 2.457

6.  Toward a general synthesis of chlorins.

Authors:  William G O'Neal; Peter A Jacobi
Journal:  J Am Chem Soc       Date:  2008-01-01       Impact factor: 15.419

7.  Stepwise conversion of two pyrrole moieties of octaethylporphyrin to pyridin-3-ones: synthesis, mass spectral, and photophysical properties of mono and bis(oxypyri)porphyrins.

Authors:  Claudia Ryppa; Dariusz Niedzwiedzki; Nicole L Morozowich; Rapole Srikanth; Matthias Zeller; Harry A Frank; Christian Brückner
Journal:  Chemistry       Date:  2009-06-02       Impact factor: 5.236

8.  Synthesis of porphyrins bearing 1-4 hydroxymethyl groups and other one-carbon oxygenic substituents in distinct patterns.

Authors:  Zhen Yao; Jayeeta Bhaumik; Savithri Dhanalekshmi; Marcin Ptaszek; Phillip A Rodriguez; Jonathan S Lindsey
Journal:  Tetrahedron       Date:  2007-10-22       Impact factor: 2.457

9.  Furan- and Thiophene-Based Auxochromes Red-shift Chlorin Absorptions and Enable Oxidative Chlorin Polymerizations.

Authors:  Ruisheng Xiong; Anna-Bea Bornhof; Anna I Arkhypchuk; Andreas Orthaber; K Eszter Borbas
Journal:  Chemistry       Date:  2017-01-23       Impact factor: 5.236
  9 in total

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