35160-45-3

Upstream product

• 15570-45-3 1,2,3,4-tetraphenylcyclopentadiene 
• 555-16-8 4-nitrobenzaldehdye 
• 619-89-6 p-nitrocinnamic acid 
• 501-65-5 diphenyl acetylene 
• 479-33-4 2,3,4,5-tetraphenylcyclopenta-2,4-dienone 

Relevant academic research and scientific papers

Palladium(II)-Catalyzed Oxidative Decarboxylative [2 + 2 + 1] Annulation of Cinnamic Acids with Alkynes: Access to Polysubstituted Pentafulvenes

An unprecedented palladium(II)-catalyzed oxidative decarboxylative [2 + 2 + 1] annulation of cinnamic acids with alkynes has been developed for the synthesis of polysubstituted pentafulvenes. Ag2CO3 and DMSO are essential for the reaction. This protocol features readily available starting materials, a wide substrate scope, and moderate to excellent yields. Moreover, various significant frameworks can be easily obtained from the late-stage transformations of pentafulvenes via oxidation, reduction, and Scholl-type reaction.

Fulvenyl-Functionalized Polyisocyanides: Cross-Conjugated Electrochromic Polymers with Variable Optical and Electrochemical Properties

We describe the preparation of arylisocyanide monomers bearing conjugated fulvenyl groups derived from 9-benzylidene-9H-fluorene (Flu), 5-benzylidene-1,2,3,4-tetraphenylcyclopentadiene (TPCp), and 5-benzylidene-5H-dibenzo[a,d]cycloheptene (Dbs). The electrochemical and optical properties of the monomers and their precursors have been characterized and consistently showed the effect of the conjugation of the respective functional group (-NO2, -NH2, -NHCHO, and N-C) with the fulvenyl moiety. The isocyanides have been subsequently polymerized to the corresponding polyisocyanides (PICs), which exhibited number-average molecular weights of 124-136 kDa (PDI = 2.0-2.7), as determined by gel permeation chromatography in THF vs polystyrene standards. The thermal, optical, and electrochemical properties of the polymers have been studied in detail. Spectroelectrochemical analyses of polymers equipped with redox-active pentafulvene groups show reversible electrochromism, which allows to lower the optical gap from 2.38 to 1.20 eV (Flu) and from 2.27 to 1.55 eV (TPCp) via chemical or electrochemical reduction.

Low Molecular-Weight Glassy Fulvenes

Fulvenes 3 were synthesized from 1,2,3,4-tetraphenylcyclopenta-1,3-diene (1) and different aldehydes 2. They are glass-forming materials with well-defined glass-transition temperatures between 74°C and 120°C.