THE THERMAL CYCLIZATION OF 8-(2,2-DISUBSTITUTED VINYL) HEPTAFULVENES LEADING TO AZULENE DERIVATIVES

1972 ◽  
Vol 1 (3) ◽  
pp. 185-188 ◽  
Author(s):  
Haruki Tsuruta ◽  
Takekatsu Sugiyama ◽  
Toshio Mukai
Keyword(s):  
2001 ◽  
Vol 40 (8) ◽  
pp. 1846-1857 ◽  
Author(s):  
Diwan S. Rawat ◽  
Pedro J. Benites ◽  
Christopher D. Incarvito ◽  
Arnold L. Rheingold ◽  
Jeffrey M. Zaleski

2016 ◽  
Vol 12 ◽  
pp. 43-49 ◽  
Author(s):  
Anup Rana ◽  
Mehmet Emin Cinar ◽  
Debabrata Samanta ◽  
Michael Schmittel

The mechanism of the thermal cyclization of enyne-carbodiimides 7a–c has been studied computationally by applying the DFT method. The results indicate that enyne-carbodiimides preferentially follow the C2–C6 (Schmittel) cyclization pathway in a concerted fashion although the Myers–Saito diradical formation is kinetically preferred. The experimentally verified preference of the C2–C6 over the Myers–Saito pathway is guided by the inability of the Myers–Saito diradical to kinetically compete in the rate-determining trapping reactions, either inter- or intramolecular, with the concerted C2–C6 cyclization. As demonstrated with enyne-carbodiimide 11, the Myers–Saito channel can be made the preferred pathway if the trapping reaction by hydrogen transfer is no more rate determining.


2000 ◽  
Vol 12 (1) ◽  
pp. 177-184 ◽  
Author(s):  
Satoshi Akimoto ◽  
Mitsutoshi Jikei ◽  
Masa-aki Kakimoto

A novel photosensitive polyimide based on a polyimide containing the hydroxytriphenylamine structure (HTA-PI) and 2, 3, 4-tris[1-oxo-2-diazonaphthoquinone-4-sulfonyloxy] benzophenone (D4SB) as a photoreactive compound has been developed. The HTAPI was prepared by the ring-opening polyaddition of 4, 4′-hexafluoroisopropylidenebis(phthalic anhydride) (6FDA) and 4,4′-diamino-4″-hydroxytriphenylamine (DHTA), followed by thermal cyclization in refluxing N-methyl-2-pyrrolidone (NMP). The resulting polyimide film showed excellent transparency to 436 nm light. Photosensitive polyimide containing 30 wt% of D4SB showed a sensitivity of 800 mJ cm−2 and a contrast of 0.8 when it was exposed to 436 nm light followed by development with 5% tetramethylammonium hydroxide (TMAH) aqueous solution at 45°C.


1998 ◽  
Vol 35 (4) ◽  
pp. 943-947 ◽  
Author(s):  
Wolfgang Stadlbauer ◽  
Michaela Fischer
Keyword(s):  

2019 ◽  
Vol 55 (34) ◽  
pp. 4965-4968 ◽  
Author(s):  
David P. Walton ◽  
Dennis A. Dougherty

Combining the fast thermal cyclization of o-coumaric acid derivatives with the intramolecular photoreduction of quinones gives new visible-light photoremovable protecting groups absorbing well above 450 nm.


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