C-H bond dissociation enthalpies in norbornane.: An experimental and computational study

被引：17

作者：

Nunes, Paulo. M. ^{[1
]}

Estacio, Silvia G. ^{[1
,2
]}

Lopes, Gustavo T. ^{[1
]}

Cabral, Benedito J. Costa ^{[2
,3
]}

dos Santos, Rui M. Borges ^{[1
,4
]}

Simoes, Jose A. Martinho ^{[1
,3
]}

机构：

[1] Univ Lisbon, Ctr Quim & Bioquim, P-1749016 Lisbon, Portugal

[2] Univ Lisbon, Grp Fis Math, P-1649003 Lisbon, Portugal

[3] Univ Lisbon, Fac Ciencias, Dept Quim & Bioquim, P-1749016 Lisbon, Portugal

[4] Univ Algarve, Inst Biotechnol & Bioengn, Ctr Biomed Mol & Estruct, P-8005139 Faro, Portugal

来源：

ORGANIC LETTERS | 2008年 / 10卷 / 08期

关键词：

D O I：

10.1021/ol800333q

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Gas-phase C-H bond dissociation enthalpies (BDEs) in norbornane were determined by quantum chemistry calculations and the C2-H BDE was experimentally obtained for the first time by time-resolved photoacoustic calorimetry. CBS-Q and CBS-QB3 methods were used to derive the values DH degrees(C1-H) = 449 kJ mol(-1), DH degrees(C7-H) = 439 kJ mol(-1), and DH degrees(C2-H) = 413 kJ mol(-1). The experimental result DH degrees(C2-H) = 414.6 +/- 5.4 kJ mol(-1) is in excellent agreement with the theoretical value. The trend DH degrees(C1-H) > DH degrees(C7-H) > DH degrees(C2-H) is discussed.

引用

页码：1613 / 1616

页数：4

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