Thermochemistry and photochemistry of spiroketals derived from indan-2-one: Stepwise processes versus coarctate fragmentations

• Götz Bucher,
• Gernot Heitmann and
• Rainer Herges

Beilstein J. Org. Chem. 2013, 9, 1668–1676, doi:10.3762/bjoc.9.191

• chelotropic elimination of 1,3-dioxolan-2-ylidene is not likely. This carbene has been generated from a norbornadiene spiro ketal, and it cleanly fragmented into CO2 and ethylene [30]. Theoretical calculations support the low barrier for fragmentation [31]. We explain the different reaction behaviour of our

• spiroketal 1 by the fact that two energetically unfavourable products would have to be formed (a quinodimethane and a carbene), whereas the fragmentation of the norbornadiene ketal gives benzene and a carbene. The mechanism for the thermal decomposition of 2 is likely to be similar. The high yield of

Towards a biocompatible artificial lung: Covalent functionalization of poly(4-methylpent-1-ene) (TPX) with cRGD pentapeptide

• Lena Möller,
• Christian Hess,
• Jiří Paleček,
• Yi Su,
• Axel Haverich,
• Andreas Kirschning and
• Gerald Dräger

Beilstein J. Org. Chem. 2013, 9, 270–277, doi:10.3762/bjoc.9.33

• -norbornadiene 6, by using classical coupling chemistry, which resulted in polymers 7a and 7b, respectively (Scheme 1). The alkyne-containing amino acid 5 was prepared according to Brea et al. [15] Membrane 7a, synthesized from polymer 4 and amino acid 5, was coupled with RGD peptide 1b, bearing an azido group

Synthesis and Diels–Alder cycloaddition reaction of norbornadiene and benzonorbornadiene dimers

• Bilal Nişancı,
• Erdin Dalkılıç,
• Murat Güney and
• Arif Daştan

Beilstein J. Org. Chem. 2009, 5, No. 39, doi:10.3762/bjoc.5.39

• Bilal Nisanci Erdin Dalkilic Murat Guney Arif Dastan Atatürk University, Faculty of Science, Department of Chemistry, 25240 Erzurum-TURKEY 10.3762/bjoc.5.39 Abstract Dimeric forms of norbornadiene and benzonorbornadiene were synthesized starting with known monobromide derivatives. The Diels–Alder

• cycloaddition reaction of dimers with TCNE and PTAD was investigated and new norbornenoid polycyclics were obtained. All compounds were characterized properly using NMR spectroscopy. Keywords: benzonorbornadiene; Diels–Alder reaction; norbornadiene; Stille coupling; Introduction Norbornadiene (1) and related

• rearrangement [12][13][14][15], as well as in other instances [16][17][18][19][20][21][22]. Therefore, functionalizations of these compounds are important. In this study, we investigated the synthesis and Diels–Alder cycloaddition reaction of norbornadiene and benzonorbornadiene dimers. Results and Discussion

Mixtures of monodentate P-ligands as a means to control the diastereoselectivity in Rh-catalyzed hydrogenation of chiral alkenes

• Manfred T. Reetz and
• Hongchao Guo

Beilstein J. Org. Chem. 2005, 1, No. 3, doi:10.1186/1860-5397-1-3

• precursor Rh(nbd)2BF4 (nbd = norbornadiene) was treated with the ligands to form pre-catalysts of the type RhL2(nbd)BF4 and free nbd. Dichloromethane served as the solvent. In the case of the hydrogenation of the allylic alcohol 1, 21 of the 23 ligands were employed, which means a total of 210 different