Browsing by Subject "organic chemistry"

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    THE EFFECTS OF A KNOWLEDGE BASE ON THE LOGICAL REASONING OF STUDENTS IN THE FIRST-SEMESTER ORGANIC CHEMISTRY LECTURE
    (Office of the Vice Chancellor for Research, 2012-04-13) Skomp, Jordan; Smith, Rashod; Denton, Ryan; Elliott, Rob
    While several studies have been conducted on the correlation be-tween gains in students’ individual reasoning ability and using web-based learning tools, this is the first investigation of the effect of use of an online knowledge base on students reasoning ability in organic chemistry. The IUPUI Chemistry Knowledge Base (chemkb.cs.iupui.edu) was developed to provide a supplemental prob-lem-solving tool and information repository for organic chemistry lec-ture students. An initial Group Assessment of Logical Thinking (GALT) test was given to establish a baseline of students’ reasoning ability and to form comparable group populations. The experimental group of stu-dents was encouraged to use the knowledge base and the control group of students was given no treatment. The GALT test was modified and re-administered to determine any potential gains in logical reason-ing ability. Two content specific tools, a written quiz and a group solved workshop problem, were used to determine content oriented reasoning and problem-solving between experimental and control groups. Statistical analysis of correlations between initial logical rea-soning ability, exposure to the knowledge base, and performance on the administered tools will be presented. 1Department of Computer Information and Leadership Technology, Indiana Universi-ty Purdue University Indianapolis, Indianapolis, IN 46202 This study was sponsored by the Indiana University Purdue University Indianapolis Multidisciplinary Undergraduate Research Institute (MURI)
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    Site-Selective C−H Arylation of Primary Aliphatic Amines Enabled by a Catalytic Transient Directing Group
    (Nature, 2017) Liu, Yongbing; Ge, Haibo; Chemistry and Chemical Biology, School of Science
    Transition-metal-catalysed direct C–H bond functionalization of aliphatic amines is of great importance in organic and medicinal chemistry research. Several methods have been developed for the direct sp3 C–H functionalization of secondary and tertiary aliphatic amines, but site-selective functionalization of primary aliphatic amines in remote positions remains a challenge. Here, we report the direct, highly site-selective γ-arylation of primary alkylamines via a palladium-catalysed C–H bond functionalization process on unactivated sp3 carbons. Using glyoxylic acid as an inexpensive, catalytic and transient directing group, a wide array of γ-arylated primary alkylamines were prepared without any protection or deprotection steps. This approach provides straightforward access to important structural motifs in organic and medicinal chemistry without the need for pre-functionalized substrates or stoichiometric directing groups and is demonstrated here in the synthesis of analogues of the immunomodulatory drug fingolimod directly from commercially available 2-amino-2-propylpropane-1,3-diol.