NNNS chemistry blog http://chem.vander-lingen.nl Chemistry blog : news - comments - basics in chemistry en-us 1440 A case of failed Suzuki http://chem.vander-lingen.nl/articles/A case of failed Suzuki/id/301/itemid/965 Wethman et al. warn of the use of sodium methoxide in Suzuki reactions in an article published on Chemrxiv (DOI). The research is a collaboration between Bristol Myers Squibb (must be the people with the failing Suzuki) and Scripps Research (the people with the fancy analytical equipment). Case at h Sunday 09 Aug 2020 12:24:48 CRD update http://chem.vander-lingen.nl/articles/CRD update/id/301/itemid/964 Update on the Chemical Reaction Database (CRD) project that was started back in 2012 (link, link, link). The idea is simple, construct a public website containing a database of chemical reactions as an alternative to the existing pay-walled ones. Data of chemical reactions is taken from the general Sunday 09 Aug 2020 12:24:48 Vancomycin latest http://chem.vander-lingen.nl/articles/Vancomycin latest/id/302/itemid/966 A new vancomycin total synthesis has been reported by Moore et al. in a recent article in JACS (DOI). Vancomycin is a critical antibiotic in the war on bugs. In his book on the human body, author Bill Bryson explains how this war is progressing: the humans are loosing. The use of antibiotics is wide Sunday 09 Aug 2020 12:24:48 A magnesium benzenehexolate complex http://chem.vander-lingen.nl/articles/A magnesium benzenehexolate complex/id/302/itemid/967 Justus Liebig would have turned in his grave had he learned of L6Mg6C6O6, shorthand for a novel compound recently investigated by Cameron Jones group. In their publication in The Angewandte (DOI) they describe a synthesis of this magnesium benzenehexolate complex by reaction of a beta-diketiminate-s Sunday 09 Aug 2020 12:24:48 On synthesis translators http://chem.vander-lingen.nl/articles/On synthesis translators/id/303/itemid/968 Much is going on in the field of chemical data mining. The Glaswegian group of Leroy Cronin has a new paper out detailing a fully automated chemical assembly line for chemical reactions complete with an automated chemical procedure, reading from a text source to a completed product in a reactor (DOI Sunday 09 Aug 2020 12:24:48 Taking aryls for a walk http://chem.vander-lingen.nl/articles/Taking aryls for a walk/id/303/itemid/969 The last episode of Making it Move on this blog was in 2016? That has been a while and about time for a new episode. Maggie He and Timothy Swager are reporting mobility of 4-methoxyphenyl groups on a graphene surface (DOI). With isotope labeling it can be demonstrated that if you add an acid to Sunday 09 Aug 2020 12:24:48 Room-temperature superconductivity http://chem.vander-lingen.nl/articles/Room-temperature superconductivity/id/303/itemid/970 Range Dias must have stopped looking for his precious sample of metallic hydrogen that mysteriously disappeared in 2017 (blog coverage here). He is now part of a large team that has reported the discovery of a carbon-sulfur-hydrogen material capable of room-temperature superconductivity at 287K and Sunday 09 Aug 2020 12:24:48 Synthesis design by computer http://chem.vander-lingen.nl/articles/Synthesis design by computer/id/303/itemid/971 Back in 2014 this blog (link) was a little grumpy about Chematica, the company specialized in designing organic reactions based on computer algorithms. A paper from lead scientist B.A. Grzybowski did not disclose much information but hardly surprising as it was a paper about a commercial product. Th Sunday 09 Aug 2020 12:24:48 Buchwald-Hartwig meta analysis http://chem.vander-lingen.nl/articles/Buchwald-Hartwig meta analysis/id/303/itemid/972 This blog has a specific interest in everything to do with reaction databases not in the least because I have been working for some time time now on a reaction database myself. In a recent article (Fitzner et al. DOI) a Swiss research team has been exploiting reaction databases to learn more about o Sunday 09 Aug 2020 12:24:48 Chemical reaction database update http://chem.vander-lingen.nl/articles/Chemical reaction database update/id/304/itemid/973 Brief update on the Chemical Reaction Database (CRD) project but first a recap. Project started in 2012 with the aim to create a database of organic reactions, a slow realization settled in around 2018 that progress was going to remain slow as data entry, even though optimized for speed, is basicall Sunday 09 Aug 2020 12:24:48 One-coordinate aluminum http://chem.vander-lingen.nl/articles/One-coordinate aluminum/id/304/itemid/974 In the news this week a one-coordinate Al(I) compound as reported by Philip Power in JACS (Queen et al. DOI). His group has a long standing interest in making one-coordinate compounds based on different elements and aluminum was next on the list. Making a compound like R-Al was a bigger challenge be Sunday 09 Aug 2020 12:24:48 The dibromoterfluorene shuttle http://chem.vander-lingen.nl/articles/The dibromoterfluorene shuttle/id/304/itemid/975 In episode 20 of our Make-It-Move segment, a terfluorene bobsleigh makes an appearance on a flat silver surface in a scanning tunneling arena. As described by Civita et al. (DOI)in the journal Science the slim and elongated terfluorene molecule (think fluorene trimer) has bromine substituents front Sunday 09 Aug 2020 12:24:48 Mechanosynthesis for beginners http://chem.vander-lingen.nl/articles/Mechanosynthesis for beginners/id/305/itemid/976 Mechanosynthesis is an oddball. The Wikipedia page describes it in terms of nanotechnology. As originally proposed by K. Eric Drexler in 1981 any material can be assembled from the ground up, atom by atom, if only you can achieve the required precision. This was an outlandish idea at the time but bu Sunday 09 Aug 2020 12:24:48 CRD for real http://chem.vander-lingen.nl/articles/CRD for real/id/305/itemid/977 I have been updating you on the chemical reaction database (CRD) I have been building. It took up most of my 2020 but a lot of additional spare time had opened up for me since March with no vacation destinations. It is finally there and can be reached at kmt.vander-lingen.nl. You may wonder what the Sunday 09 Aug 2020 12:24:48 Organocatalytic Suzuki http://chem.vander-lingen.nl/articles/Organocatalytic Suzuki/id/306/itemid/978 A group of Chinese researchers report a new type of Suzuki-Miyaura reaction that does away with the usual metal-containing catalyst and instead relies on an organocatalyst (DOI). Great news of course because the Suzuki reaction is one of the staple reactions in organic chemistry and any metal in the Sunday 09 Aug 2020 12:24:48 Realtime copper(I) triflate http://chem.vander-lingen.nl/articles/Realtime copper(I) triflate/id/306/itemid/979 The Willans group (University of Leeds) report a new way to handle copper(I) triflate in organic reactions (Nicholls et al. DOI). This compound is the lesser known sibling of copper(II) triflate which is a general purpose reagent. Both act as Lewis acids, the copper(I) compound is more reactive but Sunday 09 Aug 2020 12:24:48 Bond lengths finally explained http://chem.vander-lingen.nl/articles/Bond lengths finally explained/id/307/itemid/980 Why exactly does the carbon hydrogen bond length decrease from 1.099 to 1.070 angstrom in the series ethane, ethylene to acetylene? According to common wisdom it has to do with orbital hybridization. As the hybridization changes from sp3 to sp2 to sp in the carbon atoms of those molecules, the s-cha Sunday 09 Aug 2020 12:24:48 Synthetic jet fuel in the news http://chem.vander-lingen.nl/articles/Synthetic jet fuel in the news/id/307/itemid/981 There is a lot of synthetic jet fuel news to cover, having everything to do with the international conference on Synthetic Sustainable Aviation Fuels held in The Hague this month. The aviation industry is a big climate burden accounting for 2 to 3 percent of the global carbon dioxide emissions. Ple Sunday 09 Aug 2020 12:24:48 A tetraimido sulfuric acid http://chem.vander-lingen.nl/articles/A tetraimido sulfuric acid/id/308/itemid/982 The Stalke group (University of Göttingen) has recently reported the synthesis and isolation of a tetraimido sulfuric acid (Jung et al. DOI). Where regular sulfuric acid has a central sulfur atom, two hydroxyl groups and two oxo groups, in the new compound the substituents are two formal amino NHtBu Sunday 09 Aug 2020 12:24:48 Organocatalytic Suzuki update http://chem.vander-lingen.nl/articles/Organocatalytic Suzuki update/id/308/itemid/983 The report of a metal-free Suzuki-Miyaura reaction by the Hai-Zhu Yu and Hua-Jian Xu labs in January must be the organic chemistry sensation of 2021 (blog here). In it, palladium is replaced by an aromatic amine as an organocatalyst. The report has been met with disbelief though (example here) beca Sunday 09 Aug 2020 12:24:48