金属唑

金属唑（又称金属杂茂、金属杂环戊二烯）是环戊二烯的衍生物，其中第5位置的碳原子——饱和碳——被杂原子替代。与其母体化合物不同，金属唑从杂原子开始标数。有些化合物被描述为有机金属化合物，但在下表中也出现几个类金属和非金属以进行对比。^[1]许多金属唑会发出荧光。吡咯和噻吩的高分子衍生物在分子电子学中成为研究对象。金属唑可以视作吡咯的结构类似物，它们包括：

一些C₄H₄MH金属唑根据计算的几何形状和反转障能E^[2]
名称	M	d(M-C), Å	d(M-H), Å	α(C-M-C), °	E, kJ/mol
吡咯	N	1.37	1.01	110	0
磷唑	P	1.81	1.425	90.5	67
砷唑	As	1.94	1.53	86	125
锑唑	Sb	2.14	1.725	80.5	160
铋唑	Bi	2.24	1.82	78	220

砷唑，具有中度芳香性的砷类似物
铋唑，铋的类似物
硼唑，硼的类似物
呋喃（氧杂茂），氧的类似物
镓唑，镓的类似物
锗唑，锗的类似物
磷唑，磷的类似物
吡咯，氮的类似物
硒吩，硒的类似物
硅唑，硅的类似物
锡唑，锡的类似物
铁唑（英语：Ferrole），铁的类似物
锑唑，锑的类似物
碲吩，碲的类似物
铅唑^[3]^[4]，铅的类似物
噻吩，硫的类似物
钛唑，钛的类似物
锆唑，锆的类似物

参见

金属环戊烷（英语：Metallacyclopentanes）

参考文献

^ Tracy, Henry J.; Mullin, Jerome L.; Klooster, Wim T.; Martin, James A.; Haug, Judith; Wallace, Scott; Rudloe, Isaac; Watts, Kimberly. Enhanced Photoluminescence from Group 14 Metalloles in Aggregated and Solid Solutions. Inorganic Chemistry. 2005, 44 (6): 2003–2011. PMID 15762727. doi:10.1021/ic049034o.
^ Pelzer, Silke; Wichmann, Karin; Wesendrup, Ralf; Schwerdtfeger, Peter. Trends in Inversion Barriers IV. The Group 15 Analogous of Pyrrole. The Journal of Physical Chemistry A. 2002, 106 (26): 6387. Bibcode:2002JPCA..106.6387P. doi:10.1021/jp0203494.
^ Saito, Masaichi; Nakada, Marisa; Kuwabara, Takuya; Owada, Ryota; Furukawa, Shunsuke; Narayanan, Radhika; Abe, Minori; Hada, Masahiko; Tanaka, Ken; Yamamoto, Yoshihiko. Inverted Sandwich Rh Complex Bearing a Plumbole Ligand and Its Catalytic Activity. Organometallics. 2019-08-26, 38 (16): 3099–3103. ISSN 0276-7333. doi:10.1021/acs.organomet.9b00339.
^ Münzfeld, Luca; Sun, Xiaofei; Schlittenhardt, Sören; Schoo, Christoph; Hauser, Adrian; Gillhuber, Sebastian; Weigend, Florian; Ruben, Mario; Roesky, Peter W. Introduction of plumbole to f-element chemistry. Chemical Science. 2021-12-10 [2021-12-18]. ISSN 2041-6539. doi:10.1039/D1SC03805B. （原始内容存档于2022-09-03）（英语）.
^ Dettlaf G, Weiss E. Crystal structure, proton NMR and mass spectrum of tricarbonylferracyclopentadienetricarbonyliron, C₄H₄Fe₂(CO)₆. J. Organomet. Chem. 1976, 108: 213–23. doi:10.1016/S0022-328X(00)82143-9.

[1] Tracy, Henry J.; Mullin, Jerome L.; Klooster, Wim T.; Martin, James A.; Haug, Judith; Wallace, Scott; Rudloe, Isaac; Watts, Kimberly. Enhanced Photoluminescence from Group 14 Metalloles in Aggregated and Solid Solutions. Inorganic Chemistry. 2005, 44 (6): 2003–2011. PMID 15762727. doi:10.1021/ic049034o.

[geo-2] Pelzer, Silke; Wichmann, Karin; Wesendrup, Ralf; Schwerdtfeger, Peter. Trends in Inversion Barriers IV. The Group 15 Analogous of Pyrrole. The Journal of Physical Chemistry A. 2002, 106 (26): 6387. Bibcode:2002JPCA..106.6387P. doi:10.1021/jp0203494.

[3] Saito, Masaichi; Nakada, Marisa; Kuwabara, Takuya; Owada, Ryota; Furukawa, Shunsuke; Narayanan, Radhika; Abe, Minori; Hada, Masahiko; Tanaka, Ken; Yamamoto, Yoshihiko. Inverted Sandwich Rh Complex Bearing a Plumbole Ligand and Its Catalytic Activity. Organometallics. 2019-08-26, 38 (16): 3099–3103. ISSN 0276-7333. doi:10.1021/acs.organomet.9b00339.

[4] Münzfeld, Luca; Sun, Xiaofei; Schlittenhardt, Sören; Schoo, Christoph; Hauser, Adrian; Gillhuber, Sebastian; Weigend, Florian; Ruben, Mario; Roesky, Peter W. Introduction of plumbole to f-element chemistry. Chemical Science. 2021-12-10 [2021-12-18]. ISSN 2041-6539. doi:10.1039/D1SC03805B. （原始内容存档于2022-09-03）（英语）.

[5] Dettlaf G, Weiss E. Crystal structure, proton NMR and mass spectrum of tricarbonylferracyclopentadienetricarbonyliron, C₄H₄Fe₂(CO)₆. J. Organomet. Chem. 1976, 108: 213–23. doi:10.1016/S0022-328X(00)82143-9.

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