OBC celebrates its 10th year of publication

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We can’t quite believe it but this year Organic & Biomolecular Chemistry is going to be 10 years old!

To celebrate this we will be publishing an issue later this year that features some of the best work by chemists from across the broad scope of the journal, many of whom have served on our Editorial or Advisory Boards over the years.

Leading up to the issue we’ll be bringing you some of our ‘Top 10s’ from the journal…watch this space!

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Hot Emerging Area article: olefin cross-metathesis for the synthesis of heteroaromatic compounds

Timothy Donohoe et al. from the University of Oxford review recent developments in the synthesis of furan, pyrrole and pyridine heterocycles via cross-metathesis methods in this Emerging Area article.

It’s free to access for 4 weeks, so take a look…

Olefin cross-metathesis for the synthesis of heteroaromatic compounds
Timothy J. Donohoe, John F. Bower and Louis K. M. Chan
DOI: 10.1039/C2OB06659A

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HOT: chemoenzymatic synthesis of a mixed phosphine–phosphine oxide organocatalyst and its applications

This OBC Hot Article by Paul J. Stevenson and co-workers at Queens University (Belfast) and Celtic Catalysts Ltd (Dublin) highlights the chemoenzymatic synthesis of a Lewis basic phosphine–phosphine oxide organocatalyst from a cis-dihydrodiol metabolite of bromobenzene.

Of particular interest is the impressively facile Arbuzov [2,3]-sigmatropic rearrangement reaction that the team observed – a pivotal step for this synthesis.

  • Find out about the applications of this new catalyst…
  • Read the article for Free for the next 4 weeks…

Reference
Chemoenzymatic synthesis of a mixed phosphine–phosphine oxide catalyst and its application to asymmetric allylation of aldehydes and hydrogenation of alkenes
Derek R. Boyd, Mark Bell, Katherine S. Dunne, Brian Kelly, Paul J. Stevenson, John F. Malone and Christopher C. R. Allen
Org. Biomol. Chem., 2012, Advance Article
DOI: 10.1039/C1OB06599H, Paper

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Issue 5 just published – gold-mediated modification of oligosaccharides and easy access to cinnamonitriles on the covers

On the outside front cover a communication from Chi-Ming Che and Man-Kin Wong et al. is highlighted, showing their method for gold-mediated bifunctional modification of oligosaccharides via a three-component coupling reaction.

Gold-mediated bifunctional modification of oligosaccharides via a three-component coupling reaction
Karen Ka-Yan Kung, Gai-Li Li, Lan Zou, Hiu-Chi Chong, Yun-Chung Leung, Ka-Hing Wong, Vanessa Kar-Yan Lo, Chi-Ming Che and Man-Kin Wong
DOI: 10.1039/C1OB06429K

On the inside front cover is an article from Brindaban C. Ranu et al. on copper catalysed cyanation of styrenyl bromides to give functionalized cinnamonitriles with preserved stereochemistry.

Hydroxyapatite-supported Cu(I)-catalysed cyanation of styrenyl bromides with K4[Fe(CN)6]: an easy access to cinnamonitriles
Debasree Saha, Laksmikanta Adak, M. Mukherjee and Brindaban C. Ranu
DOI: 10.1039/C1OB06467C

View the rest of the issue including a review on squaraine dyes in photodynamic therapy

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Hot article on intramolecular Prins cyclization of benzyl ethers to give novel dioxabicycles and oxatricycles

B. V. Subba Reddy et al. report the stereoselective synthesis of cis– and trans-fused bicyclic and tricyclic tetrahydropyran scaffolds.  Their method involves DDQ oxidation to activate the benzylic C-H of various benzyl ethers and subsequent intramolecular Prins cyclization to give the dioxa-bicycles and oxatricycles.

Read the details for free for the next 4 weeks…..

Oxidative Prins and Prins/Friedel–Crafts cyclizations for the stereoselective synthesis of dioxabicycles and hexahydro-1H-benzo[f]isochromenes via the benzylic C–H activation
B. V. Subba Reddy, Prashant Borkar, J. S. Yadav, P. Purushotham Reddy, A. C. Kunwar, B. Sridhar and René Grée
DOI: 10.1039/C1OB06489D

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HOT: Aquafoldamers as synthetic water channels

In this OBC Hot Paper Huaqiang Zeng and coworkers at the National University of Singapore have studied a series of water-binding aquafoldamers, illustrating their potential use for recognizing larger water clusters of diverse topologies and as synthetic water channels.

 

Reference:
Synthesis, structural investigation and computational modelling of water-binding aquafoldamers
Huaiqing Zhao, Wei Qiang Ong, Xiao Fang, Feng Zhou, Meng Ni Hii, Sam Fong Yau Li, Haibin Su and Huaqiang Zeng
Org. Biomol. Chem., 2012, Advance Article
DOI: 10.1039/C1OB06609A

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Hot article on the synthesis of heparin oligosaccharides and the inhibition of eosinophil-derived neurotoxin binding

In this hot article Shang-Cheng Hung et al have devised a synthetic route to heparin oligosaccharides from cheap D-glucosamine and diacetone α-D-glucose starting materials.  Heparin is a widely used anticoagulant, but homogeneous heparin oligosaccharides are difficult to obtain naturally and synthetic access is required.  This article describes routes to tri-, penta- and heptasaccharides which are able to inhibit eosinophil-derived neurotoxin, a protein with ribonuclease activity that is released as part of the immune response to allergic inflammation e.g. in asthma.

Read more..

Synthesis of heparin oligosaccharides and their interaction with eosinophil-derived neurotoxin
Shang-Cheng Hung, Xin-An Lu, Jinq-Chyi Lee, Margaret Dah-Tsyr Chang, Shun-lung Fang, Tan-chi Fan, Medel Manuel L. Zulueta and Yong-Qing Zhong
DOI: 10.1039/C1OB06415K

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Hot article on the 3-way DNA junction as a scaffold for chromophore assemblies

The naturally occurring 3-way junction formed at the branch point of three DNA or RNA strands is a useful structure for organising functional molecules.  In this hot paper Markus Probst et al. have used the three-way junction to assemble non-nucleosidic alkynylpyrene and perylenediimide chromophores at the branch point area.  The spectroscopic properties of the chromophores can be modified depending on the composition of the DNA junction, ranging from monomer or excimer fluorescence to complete quenching, demonstrating the potential of such assemblies for use in diagnostic, electronic, optical and mechanical applications

Read more…..

The DNA three-way junction as a mould for tripartite chromophore assembly
Markus Probst, Daniel Wenger, Sarah M. Biner and Robert Häner
DOI: 10.1039/C1OB06400B

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Meet the OBC team

The OBC team will be attending a number of conferences in 2012 and we would be delighted to meet you.

Dr Marie Cote, Deputy Editor

Dr Richard Kelly, Managing Editor



Here are just some of the conferences where you can meet us in the coming months:

Please let us know if you are planning on attending any of these meetings, as it would be lovely to meet you there!

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Squaraine dyes for photodynamic therapy: reviewing the latest developments

Following our latest OBC Hot Article by Prof. Bradley D. Smith (available here), Squaraines are in the spotlight again in this review article by Danaboyina Ramaiah et al..

The Perspective highlights the recent developments of squaraines as PDT sensitizers, including:


  • Design principles
  • Squaraines as singlet oxygen generators
  • Squaraines as two-photon absorbing agents
  • Carrier systems for squaraine dyes
  • In vitro and in vivo studies of squaraine-PDT action

 
Timely and HOT, why not read this Perspective now – it will be FREE to access for the next 4 weeks




Squaraine dyes in PDT: from basic design to in vivo demonstration
Rekha R. Avirah, Dhanya T. Jayaram, Nagappanpillai Adarsh and Danaboyina Ramaiah
Org. Biomol. Chem., 2012, Advance Article
DOI: 10.1039/C1OB06588B, Perspective

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