• Issue

    Chinese Journal of Chemistry: Volume 33, Issue 12

    1325-1397
    December, 2015

Cover Picture

Free Access

Cover Picture: Synthesis of Osthole Derivatives with Grignard Reagents and Their Larvicidal Activities on Mosquitoes (Chin. J. Chem. 12/2015)

  • Page: 1325
  • First Published: 18 December 2015
Cover Picture: Synthesis of Osthole Derivatives with Grignard Reagents and Their Larvicidal Activities on Mosquitoes (Chin. J. Chem. 12/2015)

The cover picture showsan inexpensive and eco-friendly method to synthesize osthole derivatives with Grignard reagents assisted by CuI and LiCl. With the purpose of discovering novel insecticides from Traditional Chinese Medicine (TCM), the structure of osthole has been modified to improve its larvicidal activity against mosquitoes. Starting from Grignard reagents generated from 8-iodocoumarins, a broad range of osthole derivatives can be prepared in mild to good yields (up to 83%). Bio-activity evaluation showed that several products exhibited better larvicidal activities than osthole. More details are discussed in the article by Li et al. on page 1353–1358.

Contents

Free Access

Contents: Chin. J. Chem. 12/2015

  • Pages: 1327-1330
  • First Published: 18 December 2015

Communication

Enantioselective Allylic Amination of Morita-Baylis-Hillman Acetates Catalyzed by Chiral Thiourea-Phosphine

  • Pages: 1333-1337
  • First Published: 15 December 2015
Enantioselective Allylic Amination of Morita-Baylis-Hillman Acetates Catalyzed by Chiral Thiourea-Phosphine

The enantioselective allylic amination of phthalimide and Morita-Baylis-Hillman adducts catalyzed by chiral cyclohexane-based thiourea-phosphines was investigated. In the presence of 20 mol% rosin-containing thiourea-phosphine, the chiral amines were obtained in up to 88% yield and up to 85% ee.

Full Papers

Temperature-Induced Transformation from Large Compound Vesicles to Worm-like Aggregates by ABC Triblock Copolymer

  • Pages: 1338-1346
  • First Published: 15 December 2015
Temperature-Induced Transformation from Large Compound Vesicles to Worm-like Aggregates by ABC Triblock Copolymer

Two triblock polymers, TA-b-PNIPAM-b-PHEA and TA-b-PHEA-b-PNIPAM, were synthesized with identical chemical compositions but different connection order. Both of their aggregates have spherical shape assembled at 45°C. However, when their aggregate dispersion was cooled down to 20°C, only TA-b-PHEA-b-PNIPAM's morphology changed, forming worm-like aggregates with the diameter of about 100–200 nm.

Influence of the Metal Ions on the Allylic Rearrangement Reaction of 3,4,5,6-Tetrahydrophthalic Anhydride

  • Pages: 1347-1352
  • First Published: 15 December 2015
Influence of the Metal Ions on the Allylic Rearrangement Reaction of 3,4,5,6-Tetrahydrophthalic Anhydride

Metal-dependent hydrothermal reaction products of 3,4,5,6-tetrahydrophthalic anhydride have been reported.

Synthesis of Osthole Derivatives with Grignard Reagents and Their Larvicidal Activities on Mosquitoes

  • Pages: 1353-1358
  • First Published: 15 December 2015
Synthesis of Osthole Derivatives with Grignard Reagents and Their Larvicidal Activities on Mosquitoes

CuI and LiCl promoted efficient synthesis of osthole derivatives with Grignard reagents has been developed. Bio-activity evaluation showed that several products exhibited far better larvicidal activities against mosquitoes than osthole.

Study on the Degradation of the Highly Reactive Hypervalent Trifluoromethylation Iodine Reagent PhI(OAc)(CF3)

  • Pages: 1365-1370
  • First Published: 15 December 2015
Study on the Degradation of the Highly Reactive Hypervalent Trifluoromethylation Iodine Reagent PhI(OAc)(CF3)

Degradation of the highly reactive hypervalent trifluoromethylation iodine reagent PhI(OAc)(CF3), which can only be generated in situ with mixing PhI(OAc)2 and TMSCF3 in the presence of CsF, was studied by ESI-MS and GC-MS combined with 19F-NMR. The important transient intermediate PhICF3+ was determined by ESI-MS, and the major volatile products containing CF3 were identified with the authentic compounds by using GC-MS, such as trifluoromethylbenzene, 2-iodobenzotrifluoride, 3-iodobenzotrifluoride, 4-iodobenzotrifluoride. Meanwhile, more evidences obtained with 19F-NMR were given for such degradation reaction. A possible rapid CF3 radical transfer reaction pathway was proposed to clarify such degradation progress based on the experimental results. Therefore, this study may be helpful in elucidating the intrinsic reactivity of PhI(OAc)(CF3) and the possible competing side reactions caused by such self-degradation pathway.

Three-Component Reaction for Construction of Spiro[indoline-3,7′-thiazolo[3,2-a]pyridines] and Spiro[benzo[4,5]thiazolo[3,2-a]pyridine-3,3′-indolines]

  • Pages: 1371-1379
  • First Published: 13 November 2015
Three-Component Reaction for Construction of Spiro[indoline-3,7′-thiazolo[3,2-a]pyridines] and Spiro[benzo[4,5]thiazolo[3,2-a]pyridine-3,3′-indolines]

The three-component reaction of thiazole (benzothiazole), dialkyl but-2-ynedioate, and isatinylidene malononitrile afforded diastereoisomeric spiro[indoline-3,7′-thiazolo[3,2-a]pyridines] and spiro[benzo[4,5]thiazolo[3,2-a]pyridine-3,3′-indolines].

Graphene Nanoribbons from Tetraphenylethene-Based Polymeric Precursor: Chemical Synthesis and Application in Thin-Film Field-Effect Transistor

  • Pages: 1380-1388
  • First Published: 15 December 2015
Graphene Nanoribbons from Tetraphenylethene-Based Polymeric Precursor: Chemical Synthesis and Application in Thin-Film Field-Effect Transistor

Graphene nanoribbons were synthesized by the intramolecular cyclodehydrogenation of tetraphenylethene polymer precursors and successfully used in thin-film FETs, which provides a new type of method to controllably fabricate GNRs and represents a significant step to diversify the geometries of GNRs.

Enhanced NIR Luminescence of Nanozeolite L Loading Lanthanide β-Diketonate Complexes

  • Pages: 1389-1392
  • First Published: 18 December 2015
Enhanced NIR Luminescence of Nanozeolite L Loading Lanthanide β-Diketonate Complexes

In the study, we present the preparation of zeolite NIR luminescence materials with a remarkable increase of luminescence intensity by attaching stopper molecule (an imidazolium salt) to the channel entrances of zeolite L loading with NIR lanthanide (Er3+) or Nd3+)) β-diketonate complexes.

Note

Synthesis and Catalytic Study of Ruthenium Carbene Catalyst Containing a Zn-Porphyrin Ligand

  • Pages: 1393-1397
  • First Published: 15 December 2015
Synthesis and Catalytic Study of Ruthenium Carbene Catalyst Containing a Zn-Porphyrin Ligand

A ruthenium carbene complex containing a Zn-porphyrin ligand was synthesized. It was characterized by 1H NMR, IR, HRMS and elemental analysis. The activity of the complex for ring-closing metathesis and cross-metathesis reactions was investigated. The complex exhibited high catalytic activity for many different olefin substrates.