Literature DB >> 17479170

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

Masahiko Taniguchi1, Marcin Ptaszek, Brian E McDowell, Jonathan S Lindsey.   

Abstract

Stable chlorins bearing few or no substituents have been subjected to a variety of reactions including demetalation, magnesium insertion, oxochlorin formation, and bromination followed by Suzuki coupling. The kinetics of deuteration also have been determined for two oxochlorins and a series of chlorins bearing 0, 1, 2, or 3 meso-aryl substituents.

Entities:  

Year:  2007        PMID： 17479170      PMCID： PMC1865129          DOI： 10.1016/j.tet.2007.02.076

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


  9 in total

1.  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

2.  The meso-reactivity of porphyrins and related compounds. 3. Deuteriation.

Authors:  R Bonnett; I A Gale; G F Stephenson
Journal:  J Chem Soc Perkin 1       Date:  1967

3.  Synthesis and electronic properties of regioisomerically pure oxochlorins.

Authors:  Masahiko Taniguchi; Han-Je Kim; Doyoung Ra; Jennifer K Schwartz; Christine Kirmaier; Eve Hindin; James R Diers; Sreedharan Prathapan; David F Bocian; Dewey Holten; Jonathan S Lindsey
Journal:  J Org Chem       Date:  2002-10-18       Impact factor: 4.354

4.  Rational synthesis of meso-substituted chlorin building blocks.

Authors:  J P Strachan; D F O'Shea; T Balasubramanian; J S Lindsey
Journal:  J Org Chem       Date:  2000-05-19       Impact factor: 4.354

5.  Rational synthesis of beta-substituted chlorin building blocks.

Authors:  T Balasubramanian; J P Strachan; P D Boyle; J S Lindsey
Journal:  J Org Chem       Date:  2000-11-17       Impact factor: 4.354

6.  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

7.  Introduction of a third meso substituent into 5,10-diaryl chlorins and oxochlorins.

Authors:  Masahiko Taniguchi; Man Nyoung Kim; Doyoung Ra; Jonathan S Lindsey
Journal:  J Org Chem       Date:  2005-01-07       Impact factor: 4.354

8.  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

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
  9 in total
  8 in total

1.  meso-arylporpholactones and their reduction products.

Authors:  Christian Brückner; Junichi Ogikubo; Jason R McCarthy; Joshua Akhigbe; Michael A Hyland; Pedro Daddario; Jill L Worlinsky; Matthias Zeller; James T Engle; Christopher J Ziegler; Matthew J Ranaghan; Megan N Sandberg; Robert R Birge
Journal:  J Org Chem       Date:  2012-07-19       Impact factor: 4.354

Review 2.  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

3.  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

4.  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

5.  Regioselective 15-bromination and functionalization of a stable synthetic bacteriochlorin.

Authors:  Dazhong Fan; Masahiko Taniguchi; Jonathan S Lindsey
Journal:  J Org Chem       Date:  2007-06-13       Impact factor: 4.354

6.  Progress Towards Synthetic Chlorins with Graded Polarity, Conjugatable Substituents, and Wavelength Tunability.

Authors:  Doyoung Ra; Kelly A Gauger; Kannan Muthukumaran; Thiagarajan Balasubramanian; Vanampally Chandrashaker; Masahiko Taniguchi; Zhanqian Yu; Daniel C Talley; Melanie Ehudin; Marcin Ptaszek; Jonathan S Lindsey
Journal:  J Porphyr Phthalocyanines       Date:  2015-04       Impact factor: 1.811

7.  Chlorophyll-Inspired Red-Region Fluorophores: Building Block Synthesis and Studies in Aqueous Media.

Authors:  Rui Liu; Mengran Liu; Don Hood; Chih-Yuan Chen; Christopher J MacNevin; Dewey Holten; Jonathan S Lindsey
Journal:  Molecules       Date:  2018-01-10       Impact factor: 4.411

8.  PEGylated Purpurin 18 with Improved Solubility: Potent Compounds for Photodynamic Therapy of Cancer.

Authors:  Vladimíra Pavlíčková; Silvie Rimpelová; Michal Jurášek; Kamil Záruba; Jan Fähnrich; Ivana Křížová; Jiří Bejček; Zdeňka Rottnerová; Vojtěch Spiwok; Pavel Drašar; Tomáš Ruml
Journal:  Molecules       Date:  2019-12-06       Impact factor: 4.411
  8 in total

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